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$1,750,000

Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting two-level home perfectly blends a smart, functional layout with modern updates. True single-level living defines the main floor, which hosts the primary bedroom suite, a beautifully renovated kitchen, an airy great room, expansive Ipe decks, a private spa/hot tub, and the garage. Living without daily stairs makes this setup incredibly convenient, while the lower level features three additional bedrooms, offering excellent privacy and flexibility for family or guests. Inside, the open layout shines with soaring vaulted ceilings that flood the living spaces with natural light. The chef's kitchen features granite countertops, high-end appliances, and modern fixtures, while rich bamboo flooring and upgraded lighting add warmth and sophistication throughout. Sliding glass doors seamlessly connect the indoor spaces to a lush, private garden retreat, creating an ideal setting for al fresco dining and tropical relaxation. Located just a short walk to world-famous Keawakapu Beach, this property perfectly balances neighborhood tranquility with ultimate coastal convenience. Residents enjoy secure gated entry and immediate proximity to Wailea’s renowned championship golf courses, five-star resorts, and premier dining and shopping. Whether you’re seeking a full-time residence, a vacation retreat, or a sharp investment, the seller’s motivation makes 53 Waikai the ultimate Wailea opportunity. Act fast and bring your offer today!

4 Beds ⋅ 3 Baths ⋅ 407427 MLS ⋅ Fee Simple Tenure

Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting two-level home perfectly blends a smart, functional layout with modern updates. True single-level living defines the main floor, which hosts the primary bedroom suite, a beautifully renovated kitchen, an airy great room, expansive Ipe decks, a private spa/hot tub, and the garage. Living without daily stairs makes this setup incredibly convenient, while the lower level features three additional bedrooms, offering excellent privacy and flexibility for family or guests. Inside, the open layout shines with soaring vaulted ceilings that flood the living spaces with natural light. The chef's kitchen features granite countertops, high-end appliances, and modern fixtures, while rich bamboo flooring and upgraded lighting add warmth and sophistication throughout. Sliding glass doors seamlessly connect the indoor spaces to a lush, private garden retreat, creating an ideal setting for al fresco dining and tropical relaxation. Located just a short walk to world-famous Keawakapu Beach, this property perfectly balances neighborhood tranquility with ultimate coastal convenience. Residents enjoy secure gated entry and immediate proximity to Wailea’s renowned championship golf courses, five-star resorts, and premier dining and shopping. Whether you’re seeking a full-time residence, a vacation retreat, or a sharp investment, the seller’s motivation makes 53 Waikai the ultimate Wailea opportunity. Act fast and bring your offer today!

53 Waikai St, Kihei

Listing courtesy of Compass-W.

$1,200,000

OFFERED BELOW APPRAISED VALUE. Welcome to 206 Oluea Circle, a stunning plantation-style residence in the highly sought-after Kamali‘i Alayna neighborhood of Kihei. This beautifully maintained home perfectly balances spaciousness, elegance, and island comfort offering a luxurious retreat just moments from Maui’s golden sand beaches. Step inside to discover a bright and airy living space with soaring cathedral ceilings that fill the home with natural light. The open-concept layout flows seamlessly from the living area to the kitchen and formal dining room, creating the ideal setting for relaxing, entertaining, and everyday island living. This exceptional home offers two primary bedroom options, one on each level, providing flexibility and comfort for family or guests. The downstairs primary suite opens to a peaceful lanai, perfect for quiet mornings outdoors and features a spa-inspired ensuite with dual vanities, a soaking tub, and a separate shower. Upstairs, you’ll find three additional spacious bedrooms, including an alternate primary suite with its own ensuite bath featuring a walk-in shower and dual vanity. With a total of 3.5 baths, a formal dining room, and a two-car garage, this home provides both comfort and practicality while maintaining its elegant, coastal charm. The kitchen is beautifully maintained with modern appliances and direct access to the backyard and wrap-around deck, creating an effortless indoor-outdoor flow for entertaining or enjoying meals al fresco. Thoughtful updates reflect pride of ownership throughout, including freshly painted lanais and front exterior, new carpeting on the stairs and upstairs bedrooms, and a recently installed air conditioner. Ideally located just minutes from Kihei’s beaches, shopping, dining, and schools, 206 Oluea Circle offers the best of island living - comfort, convenience, and timeless Maui style in one beautifully cared-for home.

4 Beds ⋅ 4 Baths ⋅ 407417 MLS ⋅ Fee Simple Tenure

OFFERED BELOW APPRAISED VALUE. Welcome to 206 Oluea Circle, a stunning plantation-style residence in the highly sought-after Kamali‘i Alayna neighborhood of Kihei. This beautifully maintained home perfectly balances spaciousness, elegance, and island comfort offering a luxurious retreat just moments from Maui’s golden sand beaches. Step inside to discover a bright and airy living space with soaring cathedral ceilings that fill the home with natural light. The open-concept layout flows seamlessly from the living area to the kitchen and formal dining room, creating the ideal setting for relaxing, entertaining, and everyday island living. This exceptional home offers two primary bedroom options, one on each level, providing flexibility and comfort for family or guests. The downstairs primary suite opens to a peaceful lanai, perfect for quiet mornings outdoors and features a spa-inspired ensuite with dual vanities, a soaking tub, and a separate shower. Upstairs, you’ll find three additional spacious bedrooms, including an alternate primary suite with its own ensuite bath featuring a walk-in shower and dual vanity. With a total of 3.5 baths, a formal dining room, and a two-car garage, this home provides both comfort and practicality while maintaining its elegant, coastal charm. The kitchen is beautifully maintained with modern appliances and direct access to the backyard and wrap-around deck, creating an effortless indoor-outdoor flow for entertaining or enjoying meals al fresco. Thoughtful updates reflect pride of ownership throughout, including freshly painted lanais and front exterior, new carpeting on the stairs and upstairs bedrooms, and a recently installed air conditioner. Ideally located just minutes from Kihei’s beaches, shopping, dining, and schools, 206 Oluea Circle offers the best of island living - comfort, convenience, and timeless Maui style in one beautifully cared-for home.

206 Oluea Cir, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,248,000

First time on the market since 1973, this beautifully remodeled, single-level Kihei home offers a rare combination: walk to the beach, no HOA, and a complete 2025 remodel. The 4-bedroom, 3-bath home features new flooring throughout, including extensive tile work, fresh interior paint, and a stunning redesigned kitchen and bathrooms with modern finishes and stainless-steel appliances. With 1,687 sq ft of interior space on a generous 7,667 sq ft lot, the property offers flexibility for extended living, along with potential for accessory-dwelling development under recently adopted Maui County rules, subject to zoning, permitting, infrastructure, and other applicable requirements. Inside, two extended living areas create versatile spaces for entertaining, relaxing, or accommodating guests, while each bedroom is well-sized and equipped with its own koa ceiling fan for comfort and airflow year-round. Set back from the main roads in one of La Palma Park’s desirable quiet circles, the property benefits from minimal through traffic and a more relaxed neighborhood setting. Golden sandy beaches, warm South Maui waters, fresh malasadas, and shave ice are all within a short walk. The home also offers quick, convenient access to Pi?ilani Highway for travel to Kahului, Wailuku, West Maui, and beyond. The private backyard offers a quiet retreat with a sense of separation, providing usable outdoor space for relaxing, entertaining, or future possibilities. Additional highlights include a two-car garage, ample parking for up to six vehicles, and a new outdoor storage structure on a cement foundation, adding practical utility and flexibility. With limited comparable homes available in this location and price range, this is a rare opportunity to secure a move-in-ready property in the heart of South Maui.

4 Beds ⋅ 3 Baths ⋅ 407404 MLS ⋅ Fee Simple Tenure

First time on the market since 1973, this beautifully remodeled, single-level Kihei home offers a rare combination: walk to the beach, no HOA, and a complete 2025 remodel. The 4-bedroom, 3-bath home features new flooring throughout, including extensive tile work, fresh interior paint, and a stunning redesigned kitchen and bathrooms with modern finishes and stainless-steel appliances. With 1,687 sq ft of interior space on a generous 7,667 sq ft lot, the property offers flexibility for extended living, along with potential for accessory-dwelling development under recently adopted Maui County rules, subject to zoning, permitting, infrastructure, and other applicable requirements. Inside, two extended living areas create versatile spaces for entertaining, relaxing, or accommodating guests, while each bedroom is well-sized and equipped with its own koa ceiling fan for comfort and airflow year-round. Set back from the main roads in one of La Palma Park’s desirable quiet circles, the property benefits from minimal through traffic and a more relaxed neighborhood setting. Golden sandy beaches, warm South Maui waters, fresh malasadas, and shave ice are all within a short walk. The home also offers quick, convenient access to Pi?ilani Highway for travel to Kahului, Wailuku, West Maui, and beyond. The private backyard offers a quiet retreat with a sense of separation, providing usable outdoor space for relaxing, entertaining, or future possibilities. Additional highlights include a two-car garage, ample parking for up to six vehicles, and a new outdoor storage structure on a cement foundation, adding practical utility and flexibility. With limited comparable homes available in this location and price range, this is a rare opportunity to secure a move-in-ready property in the heart of South Maui.

350 Kinaole Cir, Kihei

Listing courtesy of Century 21 Island Homes.

$1,799,000

This is a residential condominium Also listed as Condominium MLS #406609 Serene Golf Course Living at Hokulani Golf Villas Home just updated with new windows . Welcome to refined island living in the gated community of Hokulani Golf Villas, perfectly positioned along the 18th fairway of the Maui Nui Golf Course. This spacious and well-designed home offers a rare blend of indoor-outdoor living, privacy, and potential—ready for your personal vision to elevate it to the next level. Enjoy a light-filled interior with soaring ceilings, tall windows, and a thoughtful layout. The open-concept kitchen features granite countertops, a large island with bar seating, and ample space to gather and create lasting memories. Step outside to multiple covered lanais, ideal for morning coffee, al fresco dining, or simply taking in the peaceful golf course views and gentle trade winds. This desirable floorplan includes a guest bedroom on the main level and a spacious primary suite upstairs, featuring double lanais and breathtaking views of Haleakala and the ocean. Two additional bedrooms are upstairs that add flexibility and comfort for guests or extended family. Additional features include: Backs directly to the 18th hole of the Maui Nui golf course. Covered lanais for year-round enjoyment. Central A/C for cool, comfortable living. Oversized two-car garage with plenty of storage. Access to Hokulani’s resort-style infinity pool, spa, and clubhouse. Located in Phase 1 of the community, known for exceptional quality construction. Home offers great bones and is ready for thoughtful updates to truly make it your own. Set within 40 acres of meticulously maintained grounds, Hokulani Golf Villas offers luxury, space, and a serene South Maui lifestyle—just minutes from beaches, shopping, and dining.

4 Beds ⋅ 3 Baths ⋅ 406610 MLS ⋅ Fee Simple Tenure

This is a residential condominium Also listed as Condominium MLS #406609 Serene Golf Course Living at Hokulani Golf Villas Home just updated with new windows . Welcome to refined island living in the gated community of Hokulani Golf Villas, perfectly positioned along the 18th fairway of the Maui Nui Golf Course. This spacious and well-designed home offers a rare blend of indoor-outdoor living, privacy, and potential—ready for your personal vision to elevate it to the next level. Enjoy a light-filled interior with soaring ceilings, tall windows, and a thoughtful layout. The open-concept kitchen features granite countertops, a large island with bar seating, and ample space to gather and create lasting memories. Step outside to multiple covered lanais, ideal for morning coffee, al fresco dining, or simply taking in the peaceful golf course views and gentle trade winds. This desirable floorplan includes a guest bedroom on the main level and a spacious primary suite upstairs, featuring double lanais and breathtaking views of Haleakala and the ocean. Two additional bedrooms are upstairs that add flexibility and comfort for guests or extended family. Additional features include: Backs directly to the 18th hole of the Maui Nui golf course. Covered lanais for year-round enjoyment. Central A/C for cool, comfortable living. Oversized two-car garage with plenty of storage. Access to Hokulani’s resort-style infinity pool, spa, and clubhouse. Located in Phase 1 of the community, known for exceptional quality construction. Home offers great bones and is ready for thoughtful updates to truly make it your own. Set within 40 acres of meticulously maintained grounds, Hokulani Golf Villas offers luxury, space, and a serene South Maui lifestyle—just minutes from beaches, shopping, and dining.

700 Halelea St Unit 5, Kihei

Listing courtesy of Hawaii Life (W).

$11,998,000

Perched atop the exclusive and private enclave of The Ridge at Wailea, this extraordinary Guy Dreier-designed residence is a rare expression of contemporary architecture where architecture, light, and nature exist in perfect harmony. Masterfully built by Trend Builders, this remarkable residence is more than a home—it is a livable sculpture. Every curve, angle, and architectural detail was thoughtfully conceived to frame breathtaking ocean vistas stretching from Molokini across the sparkling Pacific to the majestic West Maui Mountains. A dramatic covered entry welcomes you through a striking black magma stone courtyard, where a sculptural steel and stone spiral staircase sets the tone for the extraordinary experience that follows. Beyond, soaring walls of glass dissolve the boundaries between indoors and out, filling the home with natural light while embracing Maui's celebrated indoor-outdoor lifestyle. As the sun moves across the sky, light becomes part of the architecture, transforming the home's sculptural forms into an ever-changing living work of art from morning through sunset. Offering over 5,000 square feet of thoughtfully designed living space, the residence features four bedrooms, four and one-half baths, expansive living and dining areas, a media room, elevator, spacious multi-car garage, and two private bedroom wings that provide exceptional comfort and privacy for family and guests alike. The primary south wing offers a serene retreat complete with a spa-inspired bath, indoor and outdoor showers, walk-in closet, private lanai with coastal views, adjacent office or guest suite, laundry room, and private elevator access. The north wing features an equally impressive primary suite with sweeping ocean views, a private poolside lanai, walk-in closet, indoor and outdoor shower, and convenient access to the home's exceptional entertaining spaces. At the heart of the residence, the chef's kitchen is designed for both everyday living and unforgettable gatherings, featuring a generous island, walk-in pantry, sunken conversation bar, Miele wine refrigeration, and premium appliances. Just beyond, expansive lanais surround the striking Avant-Garde pool and spa, built-in barbecue, inviting fire pit, and multiple outdoor living and dining areas designed to celebrate Maui's year-round climate. Refined finishes throughout—including soaring ceilings, dramatic quartzite slab surfaces, custom Poliform systems, and exceptional craftsmanship—create an atmosphere of understated sophistication. Every space has been carefully curated to maximize comfort, privacy, and the home's extraordinary connection to its natural surroundings. More than a residence, this is a home designed to be experienced—where inspired architecture, extraordinary light, and breathtaking ocean views become part of everyday life. Maui, It's a Lifestyle! It's Time to Make It a Part of Yours! Listing Broker has a recorded ownership interest in the property and is licensed in the State of Hawaii.

4 Beds ⋅ 5 Baths ⋅ 406282 MLS ⋅ Fee Simple Tenure

Perched atop the exclusive and private enclave of The Ridge at Wailea, this extraordinary Guy Dreier-designed residence is a rare expression of contemporary architecture where architecture, light, and nature exist in perfect harmony. Masterfully built by Trend Builders, this remarkable residence is more than a home—it is a livable sculpture. Every curve, angle, and architectural detail was thoughtfully conceived to frame breathtaking ocean vistas stretching from Molokini across the sparkling Pacific to the majestic West Maui Mountains. A dramatic covered entry welcomes you through a striking black magma stone courtyard, where a sculptural steel and stone spiral staircase sets the tone for the extraordinary experience that follows. Beyond, soaring walls of glass dissolve the boundaries between indoors and out, filling the home with natural light while embracing Maui's celebrated indoor-outdoor lifestyle. As the sun moves across the sky, light becomes part of the architecture, transforming the home's sculptural forms into an ever-changing living work of art from morning through sunset. Offering over 5,000 square feet of thoughtfully designed living space, the residence features four bedrooms, four and one-half baths, expansive living and dining areas, a media room, elevator, spacious multi-car garage, and two private bedroom wings that provide exceptional comfort and privacy for family and guests alike. The primary south wing offers a serene retreat complete with a spa-inspired bath, indoor and outdoor showers, walk-in closet, private lanai with coastal views, adjacent office or guest suite, laundry room, and private elevator access. The north wing features an equally impressive primary suite with sweeping ocean views, a private poolside lanai, walk-in closet, indoor and outdoor shower, and convenient access to the home's exceptional entertaining spaces. At the heart of the residence, the chef's kitchen is designed for both everyday living and unforgettable gatherings, featuring a generous island, walk-in pantry, sunken conversation bar, Miele wine refrigeration, and premium appliances. Just beyond, expansive lanais surround the striking Avant-Garde pool and spa, built-in barbecue, inviting fire pit, and multiple outdoor living and dining areas designed to celebrate Maui's year-round climate. Refined finishes throughout—including soaring ceilings, dramatic quartzite slab surfaces, custom Poliform systems, and exceptional craftsmanship—create an atmosphere of understated sophistication. Every space has been carefully curated to maximize comfort, privacy, and the home's extraordinary connection to its natural surroundings. More than a residence, this is a home designed to be experienced—where inspired architecture, extraordinary light, and breathtaking ocean views become part of everyday life. Maui, It's a Lifestyle! It's Time to Make It a Part of Yours! Listing Broker has a recorded ownership interest in the property and is licensed in the State of Hawaii.

14 Halapa Pl, Kihei

Listing courtesy of Hawaii Life (W).

$14,750,000

Step into a world of refined elegance and beachfront luxury in Maluhia at Wailea—a sanctuary within Wailea’s most exclusive beachfront enclave. Tucked behind the gates of this community of just 14 bespoke estates, this 4,800+ sq. ft. home is a fusion of contemporary sophistication and the raw, natural beauty of Hawaii. There are four exquisite bedrooms, including a lavish primary suite on the second level and additional primary suite on the first level, perfect for multi-generational living or hosting in style. The four full bathrooms can be viewed as curated sanctuaries, adorned with spa-inspired finishes and an ambiance of serenity. The home is being sold furnished and is move-in ready. Beyond its high quality interiors, the home unveils an expansive outdoor haven, with a resort-style pool, private spa retreat, and a lounge area that invites you to indulge in the backdrop of Maui’s legendary sunsets. With direct access to the beach, the crystal-clear waters of Wailea’s shoreline are just steps away, offering a connection to the island’s natural splendor. As a resident of Maluhia at Wailea, you’ll enjoy the private Maluhia Beach Club with a resident manager who lives at the beach club, an oceanfront escape featuring a catering kitchen, wet bar, and private storage for your beach and water activities. Located just moments from golf courses, five-star dining, and high-end designer boutiques and shops, this property embodies a balance of tranquility and quality.

4 Beds ⋅ 5 Baths ⋅ 405257 MLS ⋅ Fee Simple Tenure

Step into a world of refined elegance and beachfront luxury in Maluhia at Wailea—a sanctuary within Wailea’s most exclusive beachfront enclave. Tucked behind the gates of this community of just 14 bespoke estates, this 4,800+ sq. ft. home is a fusion of contemporary sophistication and the raw, natural beauty of Hawaii. There are four exquisite bedrooms, including a lavish primary suite on the second level and additional primary suite on the first level, perfect for multi-generational living or hosting in style. The four full bathrooms can be viewed as curated sanctuaries, adorned with spa-inspired finishes and an ambiance of serenity. The home is being sold furnished and is move-in ready. Beyond its high quality interiors, the home unveils an expansive outdoor haven, with a resort-style pool, private spa retreat, and a lounge area that invites you to indulge in the backdrop of Maui’s legendary sunsets. With direct access to the beach, the crystal-clear waters of Wailea’s shoreline are just steps away, offering a connection to the island’s natural splendor. As a resident of Maluhia at Wailea, you’ll enjoy the private Maluhia Beach Club with a resident manager who lives at the beach club, an oceanfront escape featuring a catering kitchen, wet bar, and private storage for your beach and water activities. Located just moments from golf courses, five-star dining, and high-end designer boutiques and shops, this property embodies a balance of tranquility and quality.

19 Malukai Ln Unit 4, Kihei

Listing courtesy of Hawaii Life (W).

$23,000,000

Nestled along the prestigious Makena coastline, 7595 Makena Road represents the pinnacle of contemporary Hawaiian luxury living. This extraordinary residence stands as a masterpiece where architectural innovation meets paradise. Perched on an expansive and private one-acre lot, this four-bedroom haven commands breathtaking views of the mesmerizing Ahihi Bay, where emerald and turquoise waters dance in eternal harmony. Each morning brings nature's theater to your doorstep, with the gentle lapping of waves providing the perfect soundtrack to your day. The dwelling is comprised of a total of 6643sf: 4778sf of living space, 995sf of covered lanai space to enhance the indoor/outdoor living, and an oversize, three-car garage of 870sf. The home's thoughtful design seamlessly integrates indoor and outdoor living spaces, featuring: - Four luxurious en-suite bedrooms, each offering a private sanctuary - Open-concept baths with spacious showers and captivating ocean views - State-of-the-art smart home technology throughout - Private elevator ensuring effortless accessibility - Custom finishes that reflect both modern luxury and island charm As one of Makena's newest luxury estates, this residence offers more than just a home – it's an invitation to experience Maui's most coveted lifestyle. The property's privileged location provides the perfect vantage point for witnessing the island's legendary sunsets and seasonal whale watching. Built in 2022, this contemporary masterpiece represents the perfect blend of modern amenities and timeless island elegance. Every detail has been carefully curated to create an environment where luxury isn't just a feature – it's a way of life. This rare offering stands as a testament to sophisticated island living, where every detail has been thoughtfully designed to create an unparalleled living experience in one of Maui's most sought-after locations. Don't let this unparalleled Makena estate slip away – seize the opportunity to be the first owner of this exceptional estate.

4 Beds ⋅ 5 Baths ⋅ 402062 MLS ⋅ Fee Simple Tenure

Nestled along the prestigious Makena coastline, 7595 Makena Road represents the pinnacle of contemporary Hawaiian luxury living. This extraordinary residence stands as a masterpiece where architectural innovation meets paradise. Perched on an expansive and private one-acre lot, this four-bedroom haven commands breathtaking views of the mesmerizing Ahihi Bay, where emerald and turquoise waters dance in eternal harmony. Each morning brings nature's theater to your doorstep, with the gentle lapping of waves providing the perfect soundtrack to your day. The dwelling is comprised of a total of 6643sf: 4778sf of living space, 995sf of covered lanai space to enhance the indoor/outdoor living, and an oversize, three-car garage of 870sf. The home's thoughtful design seamlessly integrates indoor and outdoor living spaces, featuring: - Four luxurious en-suite bedrooms, each offering a private sanctuary - Open-concept baths with spacious showers and captivating ocean views - State-of-the-art smart home technology throughout - Private elevator ensuring effortless accessibility - Custom finishes that reflect both modern luxury and island charm As one of Makena's newest luxury estates, this residence offers more than just a home – it's an invitation to experience Maui's most coveted lifestyle. The property's privileged location provides the perfect vantage point for witnessing the island's legendary sunsets and seasonal whale watching. Built in 2022, this contemporary masterpiece represents the perfect blend of modern amenities and timeless island elegance. Every detail has been carefully curated to create an environment where luxury isn't just a feature – it's a way of life. This rare offering stands as a testament to sophisticated island living, where every detail has been thoughtfully designed to create an unparalleled living experience in one of Maui's most sought-after locations. Don't let this unparalleled Makena estate slip away – seize the opportunity to be the first owner of this exceptional estate.

7595 Makena Rd, Kihei

Listing courtesy of Compass-W.