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Welcome to Maui Sunset B508, a beautifully remodeled 2-bedroom, 2-bath residence with sweeping ocean views across Maalaea Bay to the West Maui Mountains. From the kitchen, living room, and private lanai, enjoy year-round sunsets, seasonal whale watching, and views of windsurfers gliding across the water. Phenomenal Rental history is uploaded in Assoc. Docs. Maui Sunset is one of South Maui’s most beloved oceanfront communities, set on beautifully manicured grounds with resort-style amenities including a large pool, hot tub, dry sauna, fitness center, putting green, shuffleboard, BBQ areas, and direct beach access. Ideally located in North Kihei, you're minutes from shopping, dining, Wailea, Maalaea Harbor, and the airport. Currently operating in an extremely busy & successful vacation rental program, B508 offers an exceptional opportunity for both personal enjoyment and income potential in one of Maui’s premier beachfront settings. Call to schedule your tour before this one is gone!

2 Beds ⋅ 2 Baths ⋅ 409049 MLS ⋅ Fee Simple Tenure ⋅ Maui Sunset BLDG.

Welcome to Maui Sunset B508, a beautifully remodeled 2-bedroom, 2-bath residence with sweeping ocean views across Maalaea Bay to the West Maui Mountains. From the kitchen, living room, and private lanai, enjoy year-round sunsets, seasonal whale watching, and views of windsurfers gliding across the water. Phenomenal Rental history is uploaded in Assoc. Docs. Maui Sunset is one of South Maui’s most beloved oceanfront communities, set on beautifully manicured grounds with resort-style amenities including a large pool, hot tub, dry sauna, fitness center, putting green, shuffleboard, BBQ areas, and direct beach access. Ideally located in North Kihei, you're minutes from shopping, dining, Wailea, Maalaea Harbor, and the airport. Currently operating in an extremely busy & successful vacation rental program, B508 offers an exceptional opportunity for both personal enjoyment and income potential in one of Maui’s premier beachfront settings. Call to schedule your tour before this one is gone!

1032 S Kihei Rd Unit B-508, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$18,900,000

Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium.

4 Beds ⋅ 5 Baths ⋅ 409020 MLS ⋅ Fee Simple Tenure

Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium.

5417 Makena Rd Unit 2, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$777,000

In a prime location, this pristine retreat is directly across from The Cove and Charlie Young Beach where you’ll enjoy gentle waves and unforgettable sunsets! Perfectly situated with beaches for miles, it’s just steps to swim, surf, snorkel, and paddleboard - perfect for active lifestyles. Hale Kanani is a meticulously maintained, pet friendly complex, one of the newer communities built in S. Kihei. Near local eateries, vibrant pubs, and just a half mile to recreation options including tennis, volleyball, basketball, and a skate park. It comes fully furnished with thoughtfully updated furniture in the main living area and comfy lanai rockers for a turnkey move in. Luxury touches include engineered wood flooring, stainless kitchen appliances, granite countertops, and an ensuite walk-in closet. The second bedroom serves as an office and guest room with a custom-designed Murphy bed and desk. Both bathrooms were updated with Carrera-look porcelain tile and matching surrounds finish the step-in, ensuite shower. This floor plan features a convenient walk-in pantry storage room next to the kitchen. Owner upgrades include a vent-less washer/dryer, water heater, and a new security screen that lets air flow when central A/C is not needed. Custom window shades open both top-down and bottom-up for more air circulation and privacy. Sliding doors open from the living area and primary bedroom to a spacious, covered lanai with locking storage closet for boards and equipment. Located on the ground floor, you'll appreciate easy access to the saltwater pool, jacuzzi, BBQ area, and outdoors. Live an extraordinary life for an exceptional value - you will love it here!

2 Beds ⋅ 2 Baths ⋅ 409006 MLS ⋅ Fee Simple Tenure ⋅ Hale Kanani BLDG.

In a prime location, this pristine retreat is directly across from The Cove and Charlie Young Beach where you’ll enjoy gentle waves and unforgettable sunsets! Perfectly situated with beaches for miles, it’s just steps to swim, surf, snorkel, and paddleboard - perfect for active lifestyles. Hale Kanani is a meticulously maintained, pet friendly complex, one of the newer communities built in S. Kihei. Near local eateries, vibrant pubs, and just a half mile to recreation options including tennis, volleyball, basketball, and a skate park. It comes fully furnished with thoughtfully updated furniture in the main living area and comfy lanai rockers for a turnkey move in. Luxury touches include engineered wood flooring, stainless kitchen appliances, granite countertops, and an ensuite walk-in closet. The second bedroom serves as an office and guest room with a custom-designed Murphy bed and desk. Both bathrooms were updated with Carrera-look porcelain tile and matching surrounds finish the step-in, ensuite shower. This floor plan features a convenient walk-in pantry storage room next to the kitchen. Owner upgrades include a vent-less washer/dryer, water heater, and a new security screen that lets air flow when central A/C is not needed. Custom window shades open both top-down and bottom-up for more air circulation and privacy. Sliding doors open from the living area and primary bedroom to a spacious, covered lanai with locking storage closet for boards and equipment. Located on the ground floor, you'll appreciate easy access to the saltwater pool, jacuzzi, BBQ area, and outdoors. Live an extraordinary life for an exceptional value - you will love it here!

44 Kanani Rd Unit 2-102, Kihei

Listing courtesy of Maui Realty Connections.

$789,000

Tucked away on an oceanfront side street between the sandy shores of Charley Young Beach and The Cove, Kihei Cove #202 enjoys an ideal sunny South Kihei location just steps from the water and moments from three of the area’s most popular beaches. Completely remodeled in August 2025, this top-floor 2BD/2BA condo presents a rare opportunity to own a pet-friendly, thoughtfully updated residence with modern finishes and generous storage designed to support an active coastal lifestyle. New tile flooring, tongue-and-groove ceilings, new windows and doors, and a new lanai slider allow natural light and ocean breezes in. The redesigned kitchen features white quartz countertops, custom cabinetry, floating oak shelves, white glass appliances, a vented custom range hood, and brushed gold fixtures. Three brand-new split A/C systems provide year-round comfort, while the covered lanai offers a relaxed outdoor space to unwind after a day at the beach. A rare and valuable highlight is the large private storage unit in the building’s lower level, ideal for surfboards, foils, paddleboards, and all your beach gear. Kihei Cove is a charming, low-density six-unit complex with a pool, assigned parking, visitor parking, and a pet friendly policy. Located close to South Kihei’s restaurants, shops, cafes, and beach parks, this move-in-ready Maui beach condo delivers the ultimate beach lifestyle with surfing, snorkeling, swimming, and sunset walks right outside your door.

2 Beds ⋅ 2 Baths ⋅ 408985 MLS ⋅ Fee Simple Tenure ⋅ Kihei Cove BLDG.

Tucked away on an oceanfront side street between the sandy shores of Charley Young Beach and The Cove, Kihei Cove #202 enjoys an ideal sunny South Kihei location just steps from the water and moments from three of the area’s most popular beaches. Completely remodeled in August 2025, this top-floor 2BD/2BA condo presents a rare opportunity to own a pet-friendly, thoughtfully updated residence with modern finishes and generous storage designed to support an active coastal lifestyle. New tile flooring, tongue-and-groove ceilings, new windows and doors, and a new lanai slider allow natural light and ocean breezes in. The redesigned kitchen features white quartz countertops, custom cabinetry, floating oak shelves, white glass appliances, a vented custom range hood, and brushed gold fixtures. Three brand-new split A/C systems provide year-round comfort, while the covered lanai offers a relaxed outdoor space to unwind after a day at the beach. A rare and valuable highlight is the large private storage unit in the building’s lower level, ideal for surfboards, foils, paddleboards, and all your beach gear. Kihei Cove is a charming, low-density six-unit complex with a pool, assigned parking, visitor parking, and a pet friendly policy. Located close to South Kihei’s restaurants, shops, cafes, and beach parks, this move-in-ready Maui beach condo delivers the ultimate beach lifestyle with surfing, snorkeling, swimming, and sunset walks right outside your door.

2181 Iliili Rd Unit 202, Kihei

Listing courtesy of Compass-W.

$699,000

Welcome to this cozy 2-bedroom, 2-bath downstairs residence in the highly desirable Maui Hill community. Quietly positioned at the top of the complex, this inviting unit enjoys a peaceful setting with partial ocean views and refreshing island breezes. The spacious covered lanai is perfect for relaxing or entertaining while taking in Maui's year-round tropical weather. Inside, you'll find a comfortable and functional layout ideal for full-time living, a second home, or vacation rental potential. Maui Hill features 140 units thoughtfully spread across more than 12 lush acres, offering a low-density, resort-style atmosphere. Ideally located directly across the street from Keawakapu Beach-one of South Maui's most coveted stretches of sand-you're just moments from swimming, snorkeling, and sunset strolls. Some of Maui Hill's amenities include: a large heated swimming pool, spa, multiple barbecue areas , tennis court, shuffleboard court, putting green, and more. Shopping, dining, golf, and additional beaches are all just minutes away, making this an exceptional South Maui location. This is a leasehold property with a master lease in place through 2064. The 3-bedroom unit directly above is also currently available for purchase-presenting a rare opportunity for expanded living or investment potential. Experience the best of island living at Maui Hill.

2 Beds ⋅ 2 Baths ⋅ 408982 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.

Welcome to this cozy 2-bedroom, 2-bath downstairs residence in the highly desirable Maui Hill community. Quietly positioned at the top of the complex, this inviting unit enjoys a peaceful setting with partial ocean views and refreshing island breezes. The spacious covered lanai is perfect for relaxing or entertaining while taking in Maui's year-round tropical weather. Inside, you'll find a comfortable and functional layout ideal for full-time living, a second home, or vacation rental potential. Maui Hill features 140 units thoughtfully spread across more than 12 lush acres, offering a low-density, resort-style atmosphere. Ideally located directly across the street from Keawakapu Beach-one of South Maui's most coveted stretches of sand-you're just moments from swimming, snorkeling, and sunset strolls. Some of Maui Hill's amenities include: a large heated swimming pool, spa, multiple barbecue areas , tennis court, shuffleboard court, putting green, and more. Shopping, dining, golf, and additional beaches are all just minutes away, making this an exceptional South Maui location. This is a leasehold property with a master lease in place through 2064. The 3-bedroom unit directly above is also currently available for purchase-presenting a rare opportunity for expanded living or investment potential. Experience the best of island living at Maui Hill.

2881 S Kihei Rd Unit 93, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$675,000

At Maui Parkshore 105, days begin with the sound of the ocean and end with South Maui sunsets glowing across your lanai. This turnkey 2-bedroom, 2-bath condo offers a relaxed, close beach proximity lifestyle, where beach walks, warm breezes, and swaying palms are part of the everyday rhythm. Just across from Kamaole Beach Park III, you’re moments from soft sand, gentle waves, and one of Kihei’s favorite sunset spots, with easy access to swimming, snorkeling, and evening picnics. Inside, an open-concept living area flows to a generous covered lanai, creating an effortless indoor-outdoor gathering space for morning coffee or sunset cocktails. Large sliding doors frame a partial ocean view and invite in natural light and trade winds, while tile flooring and practical finishes keep the home comfortable and low-maintenance. With in-unit laundry and dedicated parking, everyday life here is as convenient as it is relaxing. Maui Parkshore’s heated pool, barbecue area, and well-kept grounds let you enjoy a resort-style setting without the crowds, all within minutes of Wailea’s golf, shopping, and dining. Whether you’re seeking a soulful retreat between adventures or a smart South Maui investment for the future, this residence delivers a rare blend of location, lifestyle, and possibility where the ocean is your neighbor and every evening feels like a private sunset show.

2 Beds ⋅ 2 Baths ⋅ 408975 MLS ⋅ Fee Simple Tenure ⋅ Maui Parkshore BLDG.

At Maui Parkshore 105, days begin with the sound of the ocean and end with South Maui sunsets glowing across your lanai. This turnkey 2-bedroom, 2-bath condo offers a relaxed, close beach proximity lifestyle, where beach walks, warm breezes, and swaying palms are part of the everyday rhythm. Just across from Kamaole Beach Park III, you’re moments from soft sand, gentle waves, and one of Kihei’s favorite sunset spots, with easy access to swimming, snorkeling, and evening picnics. Inside, an open-concept living area flows to a generous covered lanai, creating an effortless indoor-outdoor gathering space for morning coffee or sunset cocktails. Large sliding doors frame a partial ocean view and invite in natural light and trade winds, while tile flooring and practical finishes keep the home comfortable and low-maintenance. With in-unit laundry and dedicated parking, everyday life here is as convenient as it is relaxing. Maui Parkshore’s heated pool, barbecue area, and well-kept grounds let you enjoy a resort-style setting without the crowds, all within minutes of Wailea’s golf, shopping, and dining. Whether you’re seeking a soulful retreat between adventures or a smart South Maui investment for the future, this residence delivers a rare blend of location, lifestyle, and possibility where the ocean is your neighbor and every evening feels like a private sunset show.

2653 S Kihei Rd Unit 105, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$1,350,000

Unobstructed and Panoramic Ocean Vistas blessed with a Seamless Indoor-Outdoor Experience. Experience the ultimate in Maui oceanfront estates with this impeccably remodeled 2-bedroom, 2-bathroom luxury residence at Luana Kai. Situated perfectly on the second floor, unit D203 offers an expansive 1,012 square feet of sophistication sophisticated living space showcasing sweeping 180-degree panoramic views of the sparkling Pacific Ocean and unforgettable sunsets. A seamless wall of retractable glass doors completely opens the living space to a spacious, private lanai, inviting in the gentle trade winds and offering a front-row seat for winter whale watching. Exquisite Turnkey Interiors and High-End Finishes, no detail has been overlooked in this beautifully appointed, open-concept design. The chef-inspired gourmet kitchen is an entertainer’s dream, boasting high-end Sub-Zero, Dacor, and Fisher & Paykel appliances, elegant leathered granite countertops, and premium custom cabinetry. The living area is enhanced with built-in audio speakers that provide an immersive, high-quality soundtrack for your island lifestyle. Both bathrooms have been transformed into lavish, spa-like retreats complete with oversized showers featuring luxurious rain showerheads, body sprayers, and exquisite custom tile work. Luana Kai is renowned for its lush tropical grounds and fantastic resort-style amenities. Residents and guests have access to a heated freshwater swimming pool, a relaxing hot tub, two dry saunas, multiple BBQ areas, a putting green, and shuffleboard. For the active lifestyle, vibrant public tennis and pickleball courts are located right in front of the resort, perfectly complemented by direct access to the sands and calm waters of Waipu'ilani Beach. Conveniently located in North Kihei, you are just minutes from world-class dining, shopping, and the famed white-sand beaches of South Maui. Whether you are seeking a highly desirable vacation rental or a spectacular personal island getaway, D203 represents the absolute pinnacle of Maui beachfront luxury.

2 Beds ⋅ 2 Baths ⋅ 408968 MLS ⋅ Fee Simple Tenure ⋅ Luana Kai BLDG.

Unobstructed and Panoramic Ocean Vistas blessed with a Seamless Indoor-Outdoor Experience. Experience the ultimate in Maui oceanfront estates with this impeccably remodeled 2-bedroom, 2-bathroom luxury residence at Luana Kai. Situated perfectly on the second floor, unit D203 offers an expansive 1,012 square feet of sophistication sophisticated living space showcasing sweeping 180-degree panoramic views of the sparkling Pacific Ocean and unforgettable sunsets. A seamless wall of retractable glass doors completely opens the living space to a spacious, private lanai, inviting in the gentle trade winds and offering a front-row seat for winter whale watching. Exquisite Turnkey Interiors and High-End Finishes, no detail has been overlooked in this beautifully appointed, open-concept design. The chef-inspired gourmet kitchen is an entertainer’s dream, boasting high-end Sub-Zero, Dacor, and Fisher & Paykel appliances, elegant leathered granite countertops, and premium custom cabinetry. The living area is enhanced with built-in audio speakers that provide an immersive, high-quality soundtrack for your island lifestyle. Both bathrooms have been transformed into lavish, spa-like retreats complete with oversized showers featuring luxurious rain showerheads, body sprayers, and exquisite custom tile work. Luana Kai is renowned for its lush tropical grounds and fantastic resort-style amenities. Residents and guests have access to a heated freshwater swimming pool, a relaxing hot tub, two dry saunas, multiple BBQ areas, a putting green, and shuffleboard. For the active lifestyle, vibrant public tennis and pickleball courts are located right in front of the resort, perfectly complemented by direct access to the sands and calm waters of Waipu'ilani Beach. Conveniently located in North Kihei, you are just minutes from world-class dining, shopping, and the famed white-sand beaches of South Maui. Whether you are seeking a highly desirable vacation rental or a spectacular personal island getaway, D203 represents the absolute pinnacle of Maui beachfront luxury.

940 S Kihei Rd Unit D203, Kihei

Listing courtesy of Century 21 Island Homes.

$625,000

Great large corner lot! Unit B of a 3 unit CPR is accessed from Keha Drive and consists of 8,396 square feet. Choose to build a single story 840 square foot home or like in the sample rendering, build a 2 story home with a 2 car garage underneath to capture the current ocean views. With high prices of older homes that need vast amounts of renovating, it makes sense to build a new home on this spacious level lot. A new shared septic system has been newly installed for your construction convenience.

408960 MLS ⋅ Fee Simple Tenure

Great large corner lot! Unit B of a 3 unit CPR is accessed from Keha Drive and consists of 8,396 square feet. Choose to build a single story 840 square foot home or like in the sample rendering, build a 2 story home with a 2 car garage underneath to capture the current ocean views. With high prices of older homes that need vast amounts of renovating, it makes sense to build a new home on this spacious level lot. A new shared septic system has been newly installed for your construction convenience.

700 Kupulau Dr Unit Unit B, Kihei

Listing courtesy of Island Sotheby's International Realty(W).

$595,000

An affordable way to build in Maui Meadows! With access from Kupulau Drive, Unit C offers one a great opportunity to design and build your 840 square foot home with a 2 car enclosed garage along with covered and uncovered lanai’s. Unit C consists of 7,377 square feet of land and is part of a three unit CPR. Unit C is regulated to a single story house and a two car garage. A new shared septic system has been newly installed for your ease of building.

408961 MLS ⋅ Fee Simple Tenure

An affordable way to build in Maui Meadows! With access from Kupulau Drive, Unit C offers one a great opportunity to design and build your 840 square foot home with a 2 car enclosed garage along with covered and uncovered lanai’s. Unit C consists of 7,377 square feet of land and is part of a three unit CPR. Unit C is regulated to a single story house and a two car garage. A new shared septic system has been newly installed for your ease of building.

700 Kupulau Dr Unit Unit C, Kihei

Listing courtesy of Island Sotheby's International Realty(W).

$2,100,000

Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans approximately 1,248 square feet and was built in 2018, with updates completed in 2025. Retractable glass doors frame sweeping ocean vistas and create seamless indoor-outdoor living. The open-concept layout positions the living area, kitchen, and primary suite to capture vibrant sunsets and seasonal whale activity. The kitchen features Bosch stainless steel appliances, quality countertops, maple cabinetry, and a functional design ideal for everyday living or entertaining. Engineered hardwood flooring enhances the main living areas, with plush carpet in the bedrooms. The primary suite offers ocean views, a walk-in closet, and an en suite bath with dual vanities. A privately situated second bedroom provides flexibility for guests or office use. The covered lanai delivers a front-row seat to Maui's iconic scenery. Located within the exclusive 70-residence Keala O Wailea enclave, Building 5 enjoys a peaceful setting just minutes from beaches, golf, dining, and shopping. Seller intends to complete a 1031 exchange at no cost or delay to the buyer.

2 Beds ⋅ 2 Baths ⋅ 408944 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.

Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans approximately 1,248 square feet and was built in 2018, with updates completed in 2025. Retractable glass doors frame sweeping ocean vistas and create seamless indoor-outdoor living. The open-concept layout positions the living area, kitchen, and primary suite to capture vibrant sunsets and seasonal whale activity. The kitchen features Bosch stainless steel appliances, quality countertops, maple cabinetry, and a functional design ideal for everyday living or entertaining. Engineered hardwood flooring enhances the main living areas, with plush carpet in the bedrooms. The primary suite offers ocean views, a walk-in closet, and an en suite bath with dual vanities. A privately situated second bedroom provides flexibility for guests or office use. The covered lanai delivers a front-row seat to Maui's iconic scenery. Located within the exclusive 70-residence Keala O Wailea enclave, Building 5 enjoys a peaceful setting just minutes from beaches, golf, dining, and shopping. Seller intends to complete a 1031 exchange at no cost or delay to the buyer.

63 Wailea Gateway Pl Unit 5103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,800,000

Pacific Terrace in South Kihei is one of the most charming neighborhoods on the island, perfectly located, just a short distance to the beach and great restaurants. This four-bedroom 3 bath home a newly renovated kitchen, new roof, and solar panels. Open floor plan, a large primary suite with a big walk-in closet, 3 large lanais, and the outside has recently been entirely painted. Enjoy a quaint little ocean view from the lanai. There is a beautifully landscaped backyard complete with fruit trees. If you’re looking for the perfect home or your little slice of paradise, this may be the perfect fit.

4 Beds ⋅ 3 Baths ⋅ 408930 MLS ⋅ Fee Simple Tenure

Pacific Terrace in South Kihei is one of the most charming neighborhoods on the island, perfectly located, just a short distance to the beach and great restaurants. This four-bedroom 3 bath home a newly renovated kitchen, new roof, and solar panels. Open floor plan, a large primary suite with a big walk-in closet, 3 large lanais, and the outside has recently been entirely painted. Enjoy a quaint little ocean view from the lanai. There is a beautifully landscaped backyard complete with fruit trees. If you’re looking for the perfect home or your little slice of paradise, this may be the perfect fit.

2597 Moolio Pl, Kihei

Listing courtesy of Hawaii Life (W).

$675,000

Build your dream home in the tranquil oasis of Maui Meadows. This desirable lot allows for a main dwelling and two car garage with convenient access from Keha Drive. Design your custom home to capture beautiful ocean views from a future second story. Maui Meadows is one of South Maui’s sought-after neighborhoods, loved for its peaceful setting on the gentle lower slopes of Haleakala and it’s slightly cooler temperatures. This spacious and private 13,314 square foot Unit A, is part on a 3 unit CPR. Enjoy the perfect balance of privacy and convenience just minutes from the white sandy beaches, world-class resorts, and premier shopping and dining of Kihei and Wailea.

408923 MLS ⋅ Fee Simple Tenure

Build your dream home in the tranquil oasis of Maui Meadows. This desirable lot allows for a main dwelling and two car garage with convenient access from Keha Drive. Design your custom home to capture beautiful ocean views from a future second story. Maui Meadows is one of South Maui’s sought-after neighborhoods, loved for its peaceful setting on the gentle lower slopes of Haleakala and it’s slightly cooler temperatures. This spacious and private 13,314 square foot Unit A, is part on a 3 unit CPR. Enjoy the perfect balance of privacy and convenience just minutes from the white sandy beaches, world-class resorts, and premier shopping and dining of Kihei and Wailea.

700 Kupulau Dr Unit Unit A, Kihei

Listing courtesy of Island Sotheby's International Realty(W).

$625,000

Hale Kamaole 142 is a beautifully remodeled ground floor 1-bedroom, 1-bath condo that delivers a fresh, modern beach vibe just steps from Kamaole Beach Park III and the upper pool. Come experience a true “WOW” with luxury furnishings, cool tile flooring, and a bright open-concept layout that feels larger than a typical one bedroom. The kitchen has been thoughtfully redesigned to create a more spacious dining and living area. Featuring newer appliances, cooking and entertaining at home is a breeze. The bathroom showcases an amazing walk-in tile shower and updated finishes that give the space a sleek, spa-like feel. In the bedroom, a comfortable king bed anchors a clean, contemporary space, complemented by additional sleeping on the queen sofa murphy bed in the living room so you can host family or guests with ease. Every detail of this remodel was done to elevate comfort and livability, from A/C and in-unit washer/dryer to the curated décor and plentiful storage, including an outdoor closet stocked for memorable beach days. Slide open the lanai door and enjoy a seamless indoor-outdoor flow to a broad lawn area just 50 feet from the pool and BBQs, giving this unit the feel of a private backyard retreat in one of South Kihei’s most desirable low-rise complexes. All of this is set in Hale Kamaole’s resort-style setting with two pools, tennis/pickleball, and meticulously maintained tropical grounds, directly across from one of Maui’s best swim and sunset beaches.

1 Beds ⋅ 1 Baths ⋅ 408911 MLS ⋅ Fee Simple Tenure ⋅ Hale Kamaole BLDG.

Hale Kamaole 142 is a beautifully remodeled ground floor 1-bedroom, 1-bath condo that delivers a fresh, modern beach vibe just steps from Kamaole Beach Park III and the upper pool. Come experience a true “WOW” with luxury furnishings, cool tile flooring, and a bright open-concept layout that feels larger than a typical one bedroom. The kitchen has been thoughtfully redesigned to create a more spacious dining and living area. Featuring newer appliances, cooking and entertaining at home is a breeze. The bathroom showcases an amazing walk-in tile shower and updated finishes that give the space a sleek, spa-like feel. In the bedroom, a comfortable king bed anchors a clean, contemporary space, complemented by additional sleeping on the queen sofa murphy bed in the living room so you can host family or guests with ease. Every detail of this remodel was done to elevate comfort and livability, from A/C and in-unit washer/dryer to the curated décor and plentiful storage, including an outdoor closet stocked for memorable beach days. Slide open the lanai door and enjoy a seamless indoor-outdoor flow to a broad lawn area just 50 feet from the pool and BBQs, giving this unit the feel of a private backyard retreat in one of South Kihei’s most desirable low-rise complexes. All of this is set in Hale Kamaole’s resort-style setting with two pools, tennis/pickleball, and meticulously maintained tropical grounds, directly across from one of Maui’s best swim and sunset beaches.

2737 S Kihei Rd Unit 142, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$1,299,900

2.25% assumable mortgage available to qualified veterans ! Ke Ali‘i Ocean Villas B204 is an impeccably maintained 2-bedroom, 2-bath condo just steps from Kamaole Beach Park I. This spacious, wide-bay floor plan is offered fully furnished, featuring granite countertops, stainless steel appliances, abundant pantry storage, and a bright, open kitchen that flows seamlessly into the dining and living areas. The primary suite is privately tucked away with lanai access, a walk-in closet, double vanity, soaking tub, walk-in shower with bench, and private water closet, while the guest bedroom is generously sized with excellent natural light. The large covered lanai is a true highlight - complete with roll-down sunshades and additional storage, creating the perfect indoor-outdoor island lifestyle space. A bonus for condo living, this unit includes a private one-car garage with room for a vehicle, surfboards, and beach gear. Turnkey, beautifully furnished (including Natuzzi leather seating), and in pristine, model-like condition, this is an exceptional opportunity to own across the street from the ocean in South Kihei. 2 Parking spaces: one assigned uncovered and one in the garage.

2 Beds ⋅ 2 Baths ⋅ 408886 MLS ⋅ Fee Simple Tenure ⋅ Ke Alii Ocean Villas BLDG.

2.25% assumable mortgage available to qualified veterans ! Ke Ali‘i Ocean Villas B204 is an impeccably maintained 2-bedroom, 2-bath condo just steps from Kamaole Beach Park I. This spacious, wide-bay floor plan is offered fully furnished, featuring granite countertops, stainless steel appliances, abundant pantry storage, and a bright, open kitchen that flows seamlessly into the dining and living areas. The primary suite is privately tucked away with lanai access, a walk-in closet, double vanity, soaking tub, walk-in shower with bench, and private water closet, while the guest bedroom is generously sized with excellent natural light. The large covered lanai is a true highlight - complete with roll-down sunshades and additional storage, creating the perfect indoor-outdoor island lifestyle space. A bonus for condo living, this unit includes a private one-car garage with room for a vehicle, surfboards, and beach gear. Turnkey, beautifully furnished (including Natuzzi leather seating), and in pristine, model-like condition, this is an exceptional opportunity to own across the street from the ocean in South Kihei. 2 Parking spaces: one assigned uncovered and one in the garage.

14 Leanihi Ln Unit B204, Kihei

Listing courtesy of Hawaii Life (W).

$525,000

Located in Kihei’s Gold Coast right across the street from Kamaole Two beach sits Kihei Akahi. Kihei Akahi is a Hotel Zoned tropical resort ready for you to relax and enjoy. C-318 is a nice clean, comfortable unit with a good vacation rental history. The unit is also cooled with AC in the living room and kitchen plus situated to take advantage of the trade winds throughout. Not only does it have views of the grounds below but beautiful views of Haleakala. Depending on the season you can watch the sun rise above the peak or see it turn golden with the last rays of the sunset. The complex features two pools, pickle ball striped tennis courts and plenty of grilling spots to go around. Just next door is lots of shopping and some of Kihei's favorite dining spots. Now is the time to take advantage of this opportunity to get the vacation home on Maui that you have always dreamed of.

1 Beds ⋅ 1 Baths ⋅ 408879 MLS ⋅ Fee Simple Tenure ⋅ Kihei Akahi BLDG.

Located in Kihei’s Gold Coast right across the street from Kamaole Two beach sits Kihei Akahi. Kihei Akahi is a Hotel Zoned tropical resort ready for you to relax and enjoy. C-318 is a nice clean, comfortable unit with a good vacation rental history. The unit is also cooled with AC in the living room and kitchen plus situated to take advantage of the trade winds throughout. Not only does it have views of the grounds below but beautiful views of Haleakala. Depending on the season you can watch the sun rise above the peak or see it turn golden with the last rays of the sunset. The complex features two pools, pickle ball striped tennis courts and plenty of grilling spots to go around. Just next door is lots of shopping and some of Kihei's favorite dining spots. Now is the time to take advantage of this opportunity to get the vacation home on Maui that you have always dreamed of.

2531 S Kihei Rd Unit C-318, Kihei

Listing courtesy of Hawaii Life (W).

$1,335,000

Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Building 2, you are steps away from the amazing Wailea Village Center with wonderful restaurants and shopping at your fingertips. This stunning condo offers ground floor convenience and features 2 spacious bedrooms and 2 full baths, literally in the center of the Wailea Resort. Lovely ocean views from your lanai and oh so convenient to all the world class beaches, restaurants, boutique shopping, golf courses, and the indescribable beauty of the Wailea Beachwalk. Enjoy total privacy and serenity in this immaculately maintained home that clearly reflects the pride of ownership throughout. Wailea Ekolu is a coveted location and a very in demand vacation rental community, so it is an excellent opportunity for both your enjoyment and an attractive place for your vacationing guests as well. Whether you are looking for a full time residence, a vacation getaway, or a part time home with income potential when you are away, Wailea Ekolu #203 offer you the best of everything. This property is priced to sell, so call your favorite Realtor to see it today - don’t miss it!

2 Beds ⋅ 2 Baths ⋅ 408874 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.

Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Building 2, you are steps away from the amazing Wailea Village Center with wonderful restaurants and shopping at your fingertips. This stunning condo offers ground floor convenience and features 2 spacious bedrooms and 2 full baths, literally in the center of the Wailea Resort. Lovely ocean views from your lanai and oh so convenient to all the world class beaches, restaurants, boutique shopping, golf courses, and the indescribable beauty of the Wailea Beachwalk. Enjoy total privacy and serenity in this immaculately maintained home that clearly reflects the pride of ownership throughout. Wailea Ekolu is a coveted location and a very in demand vacation rental community, so it is an excellent opportunity for both your enjoyment and an attractive place for your vacationing guests as well. Whether you are looking for a full time residence, a vacation getaway, or a part time home with income potential when you are away, Wailea Ekolu #203 offer you the best of everything. This property is priced to sell, so call your favorite Realtor to see it today - don’t miss it!

10 Wailea Ekolu Pl Unit 203, Kihei

Listing courtesy of Hawaii Life (W).

$4,195,000

E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views and is offered tastefully furnished, totally turnkey, and is active and successful in the Grand Wailea's exclusive vacation rental program. The Plumeria floor plan enjoys the widest lanai and forward most position of the building, enhancing privacy and extending the living area. This villa has new upgraded flooring in the bedrooms, a chef's kitchen with Wolf and Sub Zero appliances, a built in BBQ and fridge on the lanai, attached garage, private elevator, and so much more. Pocketing Fleetwood glass sliders blend the indoors with the outdoors, making a perfect space for entertaining your family and guests. The Ho'olei property offers a resort style pool and spas, with a state of the art workout facility and saunas. Ho'olei is gated with 24hr security and lush landscaping that gives you a sense of place here in Hawai'i. Owners are eligible for the Kulana Club with the Grand Wailea, allowing them rental management, shuttle service, on-site front desk and concierge, as well as a myriad of discounts and perks. The Wailea Resort offers some of the finest dining, shopping, golf, tennis, beaches, sunny days and views in the world!

3 Beds ⋅ 4 Baths ⋅ 408839 MLS ⋅ Fee Simple Tenure ⋅ Hoolei BLDG.

E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views and is offered tastefully furnished, totally turnkey, and is active and successful in the Grand Wailea's exclusive vacation rental program. The Plumeria floor plan enjoys the widest lanai and forward most position of the building, enhancing privacy and extending the living area. This villa has new upgraded flooring in the bedrooms, a chef's kitchen with Wolf and Sub Zero appliances, a built in BBQ and fridge on the lanai, attached garage, private elevator, and so much more. Pocketing Fleetwood glass sliders blend the indoors with the outdoors, making a perfect space for entertaining your family and guests. The Ho'olei property offers a resort style pool and spas, with a state of the art workout facility and saunas. Ho'olei is gated with 24hr security and lush landscaping that gives you a sense of place here in Hawai'i. Owners are eligible for the Kulana Club with the Grand Wailea, allowing them rental management, shuttle service, on-site front desk and concierge, as well as a myriad of discounts and perks. The Wailea Resort offers some of the finest dining, shopping, golf, tennis, beaches, sunny days and views in the world!

21 Kiloa St Unit O-4, Kihei

Listing courtesy of Hawaii Life (W).

$1,399,000

Beautiful and fully remodeled end unit that sits south of the building with the benefit of natural light flowing from custom windows in every room. This is the greater square footage floor plan of approximately 864 sq ft, only 12 units offer this spacious 2-bedroom layout. Immaculately maintained with split system A/C, granite counter tops, custom cabinets, tile flooring, custom window coverings, new appliances and a chic beach vibe with contemporary birch paneling and accent lighting. Royal Mauian is hotel zoned and regarded as the gem of Kihei, a south Maui landmark, a legacy visitor property. Located oceanside, sandwiched next to famed Kamaole Beach I and Kamaole Beach ll, it sits across the street from its waterfront position from shops, restaurants, health food store and coffee shops. The pool for Royal Mauian lies by the waterfront and the resort boasts a rooftop deck and BBQ area that offers 360 degree views for unmatched year round sunsets and Haleakala views. Don't let this gem slip you by, the unit is turnkey and being sold furnished.

2 Beds ⋅ 2 Baths ⋅ 408806 MLS ⋅ Fee Simple Tenure ⋅ Royal Mauian BLDG.

Beautiful and fully remodeled end unit that sits south of the building with the benefit of natural light flowing from custom windows in every room. This is the greater square footage floor plan of approximately 864 sq ft, only 12 units offer this spacious 2-bedroom layout. Immaculately maintained with split system A/C, granite counter tops, custom cabinets, tile flooring, custom window coverings, new appliances and a chic beach vibe with contemporary birch paneling and accent lighting. Royal Mauian is hotel zoned and regarded as the gem of Kihei, a south Maui landmark, a legacy visitor property. Located oceanside, sandwiched next to famed Kamaole Beach I and Kamaole Beach ll, it sits across the street from its waterfront position from shops, restaurants, health food store and coffee shops. The pool for Royal Mauian lies by the waterfront and the resort boasts a rooftop deck and BBQ area that offers 360 degree views for unmatched year round sunsets and Haleakala views. Don't let this gem slip you by, the unit is turnkey and being sold furnished.

2430 S Kihei Rd Unit 519, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$848,000

Welcome to Maui Hill 59, a rarely offered condo in one of the premier South Kihei resorts across from Keawakapu beach. Enjoy beautiful morning sunrises over Haleakala from the oversized lanai with partial ocean views. This spacious 2 bedroom 2 bath unit has many recent upgrades including a full kitchen remodel in May 2024. Features include an open floor plan, stainless steel appliances, open shelving, and quartz countertops. Offered fully furnished and completely turnkey, this successful vacation rental is larger than your average condo at 1,115 square feet. With a south facing lanai off the living room and a garden view lanai off the 2nd bedroom this unit offers fantastic indoor and outdoor living areas. Close proximity to beaches, shopping, and restaurants makes this a great residential option. This is a leasehold property with master lease through 2064. Seller is listing agent and holds an active Real Estate license in the state of Hawaii. Contact your favorite real estate professional to schedule a showing!

2 Beds ⋅ 2 Baths ⋅ 408804 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.

Welcome to Maui Hill 59, a rarely offered condo in one of the premier South Kihei resorts across from Keawakapu beach. Enjoy beautiful morning sunrises over Haleakala from the oversized lanai with partial ocean views. This spacious 2 bedroom 2 bath unit has many recent upgrades including a full kitchen remodel in May 2024. Features include an open floor plan, stainless steel appliances, open shelving, and quartz countertops. Offered fully furnished and completely turnkey, this successful vacation rental is larger than your average condo at 1,115 square feet. With a south facing lanai off the living room and a garden view lanai off the 2nd bedroom this unit offers fantastic indoor and outdoor living areas. Close proximity to beaches, shopping, and restaurants makes this a great residential option. This is a leasehold property with master lease through 2064. Seller is listing agent and holds an active Real Estate license in the state of Hawaii. Contact your favorite real estate professional to schedule a showing!

2881 S Kihei Rd Unit 59, Kihei

Listing courtesy of Real Broker.

$24,500,000

One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure

One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$395,000

Kihei Bay Vista is situated across from Kalepolepoe Beach Park , the white sandy beach where kite boarders rig-up for fun on the water, the sea turtles gather, the Humpback Whale Sanctuary Visitor Center is located and glorious sunsets can be experienced year round. This complex is a popular vacation rental with and in-ground pool, hot tub, and BBQ tucked inside the central garden area. Easy access to Kahului, Maalaea, Wailea and West Maui. Contact your favorite Realtor to schedule your private showing.

1 Beds ⋅ 1 Baths ⋅ 408746 MLS ⋅ Fee Simple Tenure ⋅ Kihei Bay Vista BLDG.

Kihei Bay Vista is situated across from Kalepolepoe Beach Park , the white sandy beach where kite boarders rig-up for fun on the water, the sea turtles gather, the Humpback Whale Sanctuary Visitor Center is located and glorious sunsets can be experienced year round. This complex is a popular vacation rental with and in-ground pool, hot tub, and BBQ tucked inside the central garden area. Easy access to Kahului, Maalaea, Wailea and West Maui. Contact your favorite Realtor to schedule your private showing.

679 S Kihei Rd Unit D111, Kihei

Listing courtesy of Hawaii Life (W).

$499,000

Experience the perfect blend of modern comfort and ultimate convenience in this beautifully refreshed 2-bedroom, 2-full-bathroom second-level residence at popular Kihei Villages. The owner has just installed brand new, waterproof luxury vinyl plank flooring, offering a sleek, modern look that is both incredibly durable and perfect for the beach lifestyle. The layout has also been thoughtfully upgraded by transforming the original half-bath into a brand new second full bathroom. Ideally situated in Building 40, this unit boasts an ultra-accessible, prime location. It is positioned between ample visitor parking and one of three of the community's centralized mail delivery systems—making everyday comings, goings, and guest hosting exceptionally seamless. Unit & Community Amenities: Premium Flooring: High-end, waterproof luxury vinyl flooring designed to withstand sand and moisture. Upgraded to 2 Full Baths New Interior Paint In-Unit Laundry: Equipped with a full-size washer and dryer for maximum convenience. Private Lanai: Enjoy peaceful morning coffees or evening breezes on your covered outdoor space. Clubhouse & Recreation: Exclusive access to the community clubhouse, complete with a kitchenette, conference room, and common area barbecue spaces. Playground & Security: On-site tot lot/playground, 24-hour security, and a resident car wash station. Pet-Friendly: Located directly across the street from Kenolio Park and Dog Park. Not in a Flood Zone: Located in Flood Zone X, giving you extra peace of mind and potentially lower insurance rates. Enjoy very short travel to the golden sands of Sugar Beach, the local farmer's market, and dining. Its prime North Kihei location ensures the shortest possible commute to west Maui, central Maui, Kahului Airport, and South Maui’s resort districts. Some photos have been virtually staged.

2 Beds ⋅ 2 Baths ⋅ 408732 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages Iii BLDG.

Experience the perfect blend of modern comfort and ultimate convenience in this beautifully refreshed 2-bedroom, 2-full-bathroom second-level residence at popular Kihei Villages. The owner has just installed brand new, waterproof luxury vinyl plank flooring, offering a sleek, modern look that is both incredibly durable and perfect for the beach lifestyle. The layout has also been thoughtfully upgraded by transforming the original half-bath into a brand new second full bathroom. Ideally situated in Building 40, this unit boasts an ultra-accessible, prime location. It is positioned between ample visitor parking and one of three of the community's centralized mail delivery systems—making everyday comings, goings, and guest hosting exceptionally seamless. Unit & Community Amenities: Premium Flooring: High-end, waterproof luxury vinyl flooring designed to withstand sand and moisture. Upgraded to 2 Full Baths New Interior Paint In-Unit Laundry: Equipped with a full-size washer and dryer for maximum convenience. Private Lanai: Enjoy peaceful morning coffees or evening breezes on your covered outdoor space. Clubhouse & Recreation: Exclusive access to the community clubhouse, complete with a kitchenette, conference room, and common area barbecue spaces. Playground & Security: On-site tot lot/playground, 24-hour security, and a resident car wash station. Pet-Friendly: Located directly across the street from Kenolio Park and Dog Park. Not in a Flood Zone: Located in Flood Zone X, giving you extra peace of mind and potentially lower insurance rates. Enjoy very short travel to the golden sands of Sugar Beach, the local farmer's market, and dining. Its prime North Kihei location ensures the shortest possible commute to west Maui, central Maui, Kahului Airport, and South Maui’s resort districts. Some photos have been virtually staged.

140 Uwapo Rd Unit 40-203, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,599,000

Experience the essence of Maui coastal living and investment potential all in one. Located directly across from the beach on S. Kihei Road, this versatile property offers four separately rentable units for maximum income and flexibility. The main home is thoughtfully configured into three distinct living spaces—an upstairs 3-bedroom / 1.5-bath, and two separate 1-bedroom / 1-bath units downstairs. A detached 2-bedroom / 1-bath cottage provides additional income or ohana living options. Each dwelling enjoys its own yard space, beautifully landscaped with tropical flowers and fruit trees, and fully fenced for privacy. The main house includes a shared coin-operated laundry, while the cottage enjoys its own private laundry. With ample parking, no HOA or maintenance fees, and shared ownership of the access drive lot included in the sale, this property represents one of the best ROI opportunities in Kihei. Perfect for multi-generational living or as a fully occupied investment, this property is just minutes from Kihei’s charming town center, boutique shops, parks, and world-class ocean activities. Discover the rare combination of lifestyle, location, and long-term value—right here in the heart of South Maui. Photos have been virtually staged.

5 Beds ⋅ 4 Baths ⋅ 408728 MLS ⋅ Fee Simple Tenure

Experience the essence of Maui coastal living and investment potential all in one. Located directly across from the beach on S. Kihei Road, this versatile property offers four separately rentable units for maximum income and flexibility. The main home is thoughtfully configured into three distinct living spaces—an upstairs 3-bedroom / 1.5-bath, and two separate 1-bedroom / 1-bath units downstairs. A detached 2-bedroom / 1-bath cottage provides additional income or ohana living options. Each dwelling enjoys its own yard space, beautifully landscaped with tropical flowers and fruit trees, and fully fenced for privacy. The main house includes a shared coin-operated laundry, while the cottage enjoys its own private laundry. With ample parking, no HOA or maintenance fees, and shared ownership of the access drive lot included in the sale, this property represents one of the best ROI opportunities in Kihei. Perfect for multi-generational living or as a fully occupied investment, this property is just minutes from Kihei’s charming town center, boutique shops, parks, and world-class ocean activities. Discover the rare combination of lifestyle, location, and long-term value—right here in the heart of South Maui. Photos have been virtually staged.

1011 S Kihei Rd Unit B, Kihei

Listing courtesy of Compass-W.

$639,000

Welcome to Maui Sunset, a beautifully maintained beachfront resort community in the heart of North Kihei. This one-bedroom, two-bath condo #A-305 in coveted "A" building is sold fully turnkey, offering a seamless opportunity for personal enjoyment or immediate vacation rental use with future bookings in place if immediate rental revenue is desired. This nicely updated unit features partial ocean view allowing you to enjoy Maui’s sunsets and soothing island breezes from the comfort of your living space. The open floor plan flows effortlessly from the living area to the lanai, creating an inviting indoor-outdoor lifestyle. The spacious primary suite includes an en-suite bath, while the second full bathroom provides added convenience for guests. Maui Sunset is known for its lush tropical grounds, massive swimming pool, hot tub, fitness room, shuffle board, tennis courts, and direct beach access—perfect for morning walks along the shoreline and evening sunset views. Located just minutes from a multitude of top shopping, dining, and world-class beaches, this condo offers the ideal blend of resort living and convenience. Whether you’re seeking a full-time residence, second home, or investment property, this turnkey Maui Sunset condo is ready to be enjoyed by its new owner. Most affordably priced unit in Maui Sunset at time of listing! Schedule your private showing today!

1 Beds ⋅ 2 Baths ⋅ 408712 MLS ⋅ Fee Simple Tenure ⋅ Maui Sunset BLDG.

Welcome to Maui Sunset, a beautifully maintained beachfront resort community in the heart of North Kihei. This one-bedroom, two-bath condo #A-305 in coveted "A" building is sold fully turnkey, offering a seamless opportunity for personal enjoyment or immediate vacation rental use with future bookings in place if immediate rental revenue is desired. This nicely updated unit features partial ocean view allowing you to enjoy Maui’s sunsets and soothing island breezes from the comfort of your living space. The open floor plan flows effortlessly from the living area to the lanai, creating an inviting indoor-outdoor lifestyle. The spacious primary suite includes an en-suite bath, while the second full bathroom provides added convenience for guests. Maui Sunset is known for its lush tropical grounds, massive swimming pool, hot tub, fitness room, shuffle board, tennis courts, and direct beach access—perfect for morning walks along the shoreline and evening sunset views. Located just minutes from a multitude of top shopping, dining, and world-class beaches, this condo offers the ideal blend of resort living and convenience. Whether you’re seeking a full-time residence, second home, or investment property, this turnkey Maui Sunset condo is ready to be enjoyed by its new owner. Most affordably priced unit in Maui Sunset at time of listing! Schedule your private showing today!

1032 S Kihei Rd Unit A305, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$899,000

This a a spacious Ground floor condo- NO stairs. DONT MISS THIS ONE: LIVES LIKE A 2 BEDROOM 2 BATH CONDO- Maui Kamaole #L-105 is a 1-bedroom, 2-bath condominium offering 1,039 sq ft of interior living space and a partial ocean view. This well-designed unit includes a bonus room with a queen bed, ideal for additional sleeping accommodations, office, den, or storage. The open floor plan features a kitchen that flows seamlessly into the dining and living areas, extending to a generous lanai for indoor-outdoor living. The unit is equipped with a split A/C system in the primary bedroom and bonus room, along with a window A/C unit in the living room. Additional features include an in-residence washer/dryer and ample closet space for securing personal items when not in residence. Maui Kamaole is a well-maintained resort community with lush tropical landscaping, two pool areas with hot tubs and water features, multiple BBQ areas, and tennis courts. Located across the street from Kamaole Beach III and just minutes from Wailea’s shopping, dining, and world-class golf courses. Offered fully furnished and currently part of an active, professionally managed vacation rental program.

1 Beds ⋅ 2 Baths ⋅ 408658 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.

This a a spacious Ground floor condo- NO stairs. DONT MISS THIS ONE: LIVES LIKE A 2 BEDROOM 2 BATH CONDO- Maui Kamaole #L-105 is a 1-bedroom, 2-bath condominium offering 1,039 sq ft of interior living space and a partial ocean view. This well-designed unit includes a bonus room with a queen bed, ideal for additional sleeping accommodations, office, den, or storage. The open floor plan features a kitchen that flows seamlessly into the dining and living areas, extending to a generous lanai for indoor-outdoor living. The unit is equipped with a split A/C system in the primary bedroom and bonus room, along with a window A/C unit in the living room. Additional features include an in-residence washer/dryer and ample closet space for securing personal items when not in residence. Maui Kamaole is a well-maintained resort community with lush tropical landscaping, two pool areas with hot tubs and water features, multiple BBQ areas, and tennis courts. Located across the street from Kamaole Beach III and just minutes from Wailea’s shopping, dining, and world-class golf courses. Offered fully furnished and currently part of an active, professionally managed vacation rental program.

2777 S Kihei Rd Unit L-105, Kihei

Listing courtesy of Compass.

$799,000

Discover a rare and captivating opportunity to own a piece of paradise in Maui Meadows. This expansive lot presents an unrivaled canvas for your dream home, boasting views of both the Pacific Ocean and the imposing Haleakala Mountain. From this vantage point, you’ll enjoy sunsets and the tranquil beauty of Maui. The property spans over 12,000 square feet, allowing ample space for designing a custom residence tailored to your desires. Its gently sloping terrain is ideal for a multi-level home, offering natural elevation to enhance the dramatic vistas and create an inviting living space. Sunlight bathes the lot throughout the day, making it an excellent candidate for sustainable energy solutions like solar panels and providing abundant natural light for your future home. Situated just a short drive from Wailea, the lot offers easy access to world-class resorts, upscale dining, and premier shopping experiences. The pristine beaches of Wailea and Makena are within reach, allowing you to enjoy Maui’s renowned sun, sand, and surf with effortless convenience. Maui Meadows is one of Maui’s most sought-after neighborhoods. With its prime location, this lot is the perfect setting for a luxurious and serene lifestyle. This property is a Residential CPR and includes 12415 square feet of land. This is lot A and is the primary lot of the CPR

408631 MLS ⋅ Fee Simple Tenure

Discover a rare and captivating opportunity to own a piece of paradise in Maui Meadows. This expansive lot presents an unrivaled canvas for your dream home, boasting views of both the Pacific Ocean and the imposing Haleakala Mountain. From this vantage point, you’ll enjoy sunsets and the tranquil beauty of Maui. The property spans over 12,000 square feet, allowing ample space for designing a custom residence tailored to your desires. Its gently sloping terrain is ideal for a multi-level home, offering natural elevation to enhance the dramatic vistas and create an inviting living space. Sunlight bathes the lot throughout the day, making it an excellent candidate for sustainable energy solutions like solar panels and providing abundant natural light for your future home. Situated just a short drive from Wailea, the lot offers easy access to world-class resorts, upscale dining, and premier shopping experiences. The pristine beaches of Wailea and Makena are within reach, allowing you to enjoy Maui’s renowned sun, sand, and surf with effortless convenience. Maui Meadows is one of Maui’s most sought-after neighborhoods. With its prime location, this lot is the perfect setting for a luxurious and serene lifestyle. This property is a Residential CPR and includes 12415 square feet of land. This is lot A and is the primary lot of the CPR

3267 Akala Dr Unit A, Kihei

Listing courtesy of Hawaii Life (W).

$449,900

Modern Island Living at Kalama Terrace L306. Sophisticated. Fresh. Steps from the shore. Experience a refined take on Kihei living in this meticulously renovated one bedroom one bath residence at Kalama Terrace. Situated at 35 Walaka Street, this unit offers a perfect blend of modern luxury and effortless Island accessibility. The residence; Step inside a bright, sun-drenched space where every detail has been thoughtfully updated. The 535-square-foot interior feels remarkably expansive thanks to a crisp, clean palette and a cohesive design language. Renovated kitchen, featuring sleek new cabinetry, premium counter tops, and a suite of new appliances. Modern flooring through out every room, designer bath includes tile, new vanities and contemporary finishes. Turnkey ready: offered with a sophisticated local aesthetic- ideal as a streamline primary home or a high-end vacation retreat. The lifestyle Kalama Terrace isn't just a complex; the well maintained grounds ave recently seen beautiful upgrades to the pool side BBQ area, creating an inviting space for evening gatherings after a day at the beach. The location- Leave the car behind. From your front door you are three minuets to the golden sand of Charlie Young Beach and the legendary surf breaks at the Cove. The vibrant energy of Kalama Park and the electric dining and shopping of Kihei Town. Centrally located for easy access tot he world-class golf and resorts of Wailea! This is a rare opportunity to own a "LKE NEW" property in one of Kihei's most convenient and beloved corridors.

1 Beds ⋅ 1 Baths ⋅ 408613 MLS ⋅ Fee Simple Tenure ⋅ Kalama Terrace BLDG.

Modern Island Living at Kalama Terrace L306. Sophisticated. Fresh. Steps from the shore. Experience a refined take on Kihei living in this meticulously renovated one bedroom one bath residence at Kalama Terrace. Situated at 35 Walaka Street, this unit offers a perfect blend of modern luxury and effortless Island accessibility. The residence; Step inside a bright, sun-drenched space where every detail has been thoughtfully updated. The 535-square-foot interior feels remarkably expansive thanks to a crisp, clean palette and a cohesive design language. Renovated kitchen, featuring sleek new cabinetry, premium counter tops, and a suite of new appliances. Modern flooring through out every room, designer bath includes tile, new vanities and contemporary finishes. Turnkey ready: offered with a sophisticated local aesthetic- ideal as a streamline primary home or a high-end vacation retreat. The lifestyle Kalama Terrace isn't just a complex; the well maintained grounds ave recently seen beautiful upgrades to the pool side BBQ area, creating an inviting space for evening gatherings after a day at the beach. The location- Leave the car behind. From your front door you are three minuets to the golden sand of Charlie Young Beach and the legendary surf breaks at the Cove. The vibrant energy of Kalama Park and the electric dining and shopping of Kihei Town. Centrally located for easy access tot he world-class golf and resorts of Wailea! This is a rare opportunity to own a "LKE NEW" property in one of Kihei's most convenient and beloved corridors.

35 Walaka St Unit L306, Kihei

Listing courtesy of Millennium Realty Inc.

$2,795,000

You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained residence, within the highly-coveted, low density, lushly landscaped, & world-class tropical paradise known as Wailea Point. Upon entering the residence, you are transfixed by the lovely pastoral-framed Ocean, Molokini Crater, & Island of Kaho’olawe views. The award-winning construction & design affords vaulted 16-ft Clear Cedar ceilings, perimeter soffits with recessed art lighting, & book-matched Hawaiian Koa doors & accents throughout, which exude a feeling of warmth & elegance. The recent installation of floor-to-ceiling mitered glass bay windows in the great room brings in volumes of natural light, & creates mesmerizing views of the ocean & outer islands, breaching whales, & painterly sunsets. The open & functional design in the kitchen, with glass-on-glass corner windows, allows for scenic views while creating gourmet culinary delights. The spacious primary bedroom, with a Clear Cedar ceiling & recessed lighting, is filled with natural light & offers an en-suite private bathroom, & garden views from its dedicated lanai. The guest suite's wall of glass allows for extra light & tropical garden views. The spacious & tranquil wrap-around lanai offers lovely ocean views, alfresco dining, an upgraded built-in BBQ area, & electronic privacy sunshades. The laundry room features a full-size washer & dryer, ample storage & counter space. There is also a deeded 1 car garage with an electric car charge connection that comes with the residence. Wailea Point is prominently positioned upon 28 prime pastoral oceanfront acres in the world-class Wailea Resort area, adjacent to the Four Seasons Maui & Fairmont Kea Lani. Experience ‘The Best’ that Maui has to offer, as you drive your golf cart or meander through the property, enjoy direct access to two of Maui’s most iconic beaches & the adjacent 1.5-mile oceanfront 'Wailea Walk', & explore fine dining & shopping at The Shops at Wailea or relax in the luxury spas of Maui's finest resorts. World-class golf is conveniently nearby, & tennis & pickleball courts are located onsite. The complex offers guard-gated & 24-hour roving security. Second to none on Maui are the two on-site recreation pavilions; one is family-oriented & includes a lap pool, kids' pool, cold plunge & state of the art gym, while the other is the 'quiet' pool area. Savor the best of Maui, at Wailea Point 3404!

2 Beds ⋅ 2 Baths ⋅ 408567 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained residence, within the highly-coveted, low density, lushly landscaped, & world-class tropical paradise known as Wailea Point. Upon entering the residence, you are transfixed by the lovely pastoral-framed Ocean, Molokini Crater, & Island of Kaho’olawe views. The award-winning construction & design affords vaulted 16-ft Clear Cedar ceilings, perimeter soffits with recessed art lighting, & book-matched Hawaiian Koa doors & accents throughout, which exude a feeling of warmth & elegance. The recent installation of floor-to-ceiling mitered glass bay windows in the great room brings in volumes of natural light, & creates mesmerizing views of the ocean & outer islands, breaching whales, & painterly sunsets. The open & functional design in the kitchen, with glass-on-glass corner windows, allows for scenic views while creating gourmet culinary delights. The spacious primary bedroom, with a Clear Cedar ceiling & recessed lighting, is filled with natural light & offers an en-suite private bathroom, & garden views from its dedicated lanai. The guest suite's wall of glass allows for extra light & tropical garden views. The spacious & tranquil wrap-around lanai offers lovely ocean views, alfresco dining, an upgraded built-in BBQ area, & electronic privacy sunshades. The laundry room features a full-size washer & dryer, ample storage & counter space. There is also a deeded 1 car garage with an electric car charge connection that comes with the residence. Wailea Point is prominently positioned upon 28 prime pastoral oceanfront acres in the world-class Wailea Resort area, adjacent to the Four Seasons Maui & Fairmont Kea Lani. Experience ‘The Best’ that Maui has to offer, as you drive your golf cart or meander through the property, enjoy direct access to two of Maui’s most iconic beaches & the adjacent 1.5-mile oceanfront 'Wailea Walk', & explore fine dining & shopping at The Shops at Wailea or relax in the luxury spas of Maui's finest resorts. World-class golf is conveniently nearby, & tennis & pickleball courts are located onsite. The complex offers guard-gated & 24-hour roving security. Second to none on Maui are the two on-site recreation pavilions; one is family-oriented & includes a lap pool, kids' pool, cold plunge & state of the art gym, while the other is the 'quiet' pool area. Savor the best of Maui, at Wailea Point 3404!

4000 Wailea Alanui Dr Unit 3404, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,475,000

Welcome to Paradise Ridge Estates #101. Arguably the best location in the complex, this corner, ground floor condo in building one is in a private, tucked-away location at the top of Paradise Ridge Estates. Inside, you’ll find contemporary finishes and an open-concept living and dining area designed for comfortable everyday living. Two assigned parking stalls—#64 and #70—as well as handicapped stalls are located close by for easy in-and-out. Enjoy ocean views — perfect for winding down at the end of the day. When you’re not at the beach, the community offers a waterfall-style pool and hot tub for relaxing close to home. Paradise Ridge Estates is south Kihei’s newest luxury gated community. Situated on a terraced hillside near South Kihei’s shoreline, with Kamaole III Beach just a three-minute walk away. You are an easy walk from nearby dining and shopping options, as well as proximity to the Wailea resort district. Don’t miss this rare opportunity to own a modern condo with breathtaking ocean and mountain views. Contact our Realtor today to schedule your private showing. Note: Some photos have been virtually staged to help illustrate the space and layout.

3 Beds ⋅ 2 Baths ⋅ 408560 MLS ⋅ Fee Simple Tenure ⋅ Paradise Ridge Estates BLDG.

Welcome to Paradise Ridge Estates #101. Arguably the best location in the complex, this corner, ground floor condo in building one is in a private, tucked-away location at the top of Paradise Ridge Estates. Inside, you’ll find contemporary finishes and an open-concept living and dining area designed for comfortable everyday living. Two assigned parking stalls—#64 and #70—as well as handicapped stalls are located close by for easy in-and-out. Enjoy ocean views — perfect for winding down at the end of the day. When you’re not at the beach, the community offers a waterfall-style pool and hot tub for relaxing close to home. Paradise Ridge Estates is south Kihei’s newest luxury gated community. Situated on a terraced hillside near South Kihei’s shoreline, with Kamaole III Beach just a three-minute walk away. You are an easy walk from nearby dining and shopping options, as well as proximity to the Wailea resort district. Don’t miss this rare opportunity to own a modern condo with breathtaking ocean and mountain views. Contact our Realtor today to schedule your private showing. Note: Some photos have been virtually staged to help illustrate the space and layout.

2757 S Kihei Rd Unit 101, Kihei

Listing courtesy of Compass-W.

$4,495,000

3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Timeless Architectural Character, and a Premier Golf-Frontage Setting. Encompassing approximately 4,355 square feet, this expansive residence features 3 bedrooms, an office/den, 4 full bathrooms, a spacious great room, and an additional living room that opens seamlessly to the pool and outdoor entertaining area. Designed with enduring craftsmanship, generous proportions, and a grand sense of arrival, the home showcases architectural details rarely found in today's newer luxury residences. From the moment you enter, arched mahogany-and-glass entry doors accented with African Wenge welcome you into a dramatic curved vestibule, where rounded plaster walls, rich mahogany millwork, and a grand staircase immediately reveal the craftsmanship and architectural character that define this remarkable home. Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.

3 Beds ⋅ 4 Baths ⋅ 408559 MLS ⋅ Fee Simple Tenure

3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Timeless Architectural Character, and a Premier Golf-Frontage Setting. Encompassing approximately 4,355 square feet, this expansive residence features 3 bedrooms, an office/den, 4 full bathrooms, a spacious great room, and an additional living room that opens seamlessly to the pool and outdoor entertaining area. Designed with enduring craftsmanship, generous proportions, and a grand sense of arrival, the home showcases architectural details rarely found in today's newer luxury residences. From the moment you enter, arched mahogany-and-glass entry doors accented with African Wenge welcome you into a dramatic curved vestibule, where rounded plaster walls, rich mahogany millwork, and a grand staircase immediately reveal the craftsmanship and architectural character that define this remarkable home. Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.

3943 Wailea Ekolu Pl, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

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