Kihei Real Estate | Kihei Homes with a Pool for Sale

3 Beds ⋅ 3 Baths ⋅ 411192 MLS ⋅ Fee Simple Tenure

Enjoy effortless Maui living at 183 Ponana, just moments from Keawakapu Beach, The Shops at Wailea, and world-class resort amenities! Set in Keawakapu Views, this 2018 custom home offers 3 bedrooms, 2.5 bathrooms, and 2,088 square feet of stair-free, single-level living. What makes this neighborhood special? An incredible sense of community, where neighbors look after one another, walk their dogs, and stop to talk story. Inside, 11-foot recessed ceilings, generous windows, and an open layout invite natural light and easy indoor-outdoor entertaining. Sliding glass doors lead to a private 45-foot heated lap pool, spa, outdoor shower, and low-maintenance yard. The primary suite features dual quartz sinks, a walk-in shower, and a spacious closet. Enjoy central AC, a separate laundry room, oversized pantry, owned photovoltaic system with Tesla Powerwall, EV charging, tankless hot water, upgraded sound system, premium garage door, and refrigerated drawer. Modern construction, no stairs, and an easy-care yard make ownership a breeze, with beaches, dining, shopping, golf, tennis, and pickleball all nearby!

182 Ponana St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$4,250,000

3 Beds ⋅ 4 Baths ⋅ 411166 MLS ⋅ Fee Simple Tenure

3870 Wailea Ekolu Pl. presents a rare opportunity to own a luxury ocean-view home in Wailea Golf Estates, one of South Maui’s premier gated communities within the prestigious Wailea Resort. Positioned on an exceptional lot overlooking the ocean, this 3-bedroom, 3.5-bath residence captures panoramic views of Kahoolawe, Lanai, Molokai, and Molokini. Designed to maximize its breathtaking setting, the home features a functional floor plan, ensuite bathrooms in every bedroom, and seamless indoor-outdoor living. Enjoy Maui’s spectacular sunsets and seasonal whale watching from the spacious entertaining lanai, private swimming pool, and spa.The gated Wailea Golf Estates neighborhood is set among the scenic fairways of the Wailea Blue Golf Course, offering a desirable setting within one of Maui’s most sought-after resort communities. Ideally located just minutes from South Maui’s beautiful beaches, including Keawakapu Beach and Wailea Beach, the property also offers convenient access to championship golf courses, fine dining, luxury resorts, and upscale shopping at The Shops at Wailea. Whether seeking a primary residence or a private island retreat, 3870 Wailea Ekolu Pl. offers exceptional ocean-view living and the opportunity to enjoy the best of the Wailea lifestyle.

3870 Wailea Ekolu Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,575,000

4 Beds ⋅ 5 Baths ⋅ 411149 MLS ⋅ Fee Simple Tenure

Also listed as condominium MLS# 411148. Experience effortless Wailea living in this beautifully appointed 4-bedroom. 4,5-bath single-level ocean-view residence in Kanani Wailea. Offering 2,175 sq. ft. of thoughtfully designed living space, the home enjoys beautiful ocean views and spectacular Maui sunsets. The well-appointed kitchen features a Sub-Zero refrigerator and wine cooler, along with Wolf cooktop, oven, and microwave. Sold fully furnished and move-in ready, each bedroom features its own en-suite bath. Recent updates include new flooring throughout and a beautifully remodeled primary bath. A secure private courtyard welcomes you and provides separate access to the 3-bedroom, 3.5-bath main residence and the attached guest suite, offering added privacy and a comfortable retreat for family and friends. Enjoy the convenience of a lock and leave condominium in a single family home. Ideally located near Wailea's world-class beaches, championship golf, luxury resorts, shopping, and dining, this exceptional residence offers a wonderful combination of ocean views, privacy, and relaxed Maui luxury. This is a Residential Condo.

86 Poailani Pl Unit Unit 32, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$7,770,000

4 Beds ⋅ 3 Baths ⋅ 411096 MLS ⋅ Fee Simple Tenure

Situated along one of South Maui’s most coveted oceanfront streets, 1544 Halama Street presents a rare opportunity to create an extraordinary luxury estate, with years of architectural planning, engineering, and permitting already completed. Following approximately five (5) + years of planning and design, this exceptional property offers approved architectural plans, structural engineering, building permits, and Special Management Area (SMA) approval, allowing the next owner to move forward without starting the lengthy entitlement process from scratch. A particularly compelling aspect of this opportunity is the approved renovation’s ability to preserve much of the existing residence’s oceanfront footprint. Given today’s increasingly restrictive shoreline setback requirements and SMA regulations, achieving a comparable design, scale, and proximity to the ocean could be extremely challenging, if not impossible, through a new permitting process. The thoughtfully designed plans envision a spectacular private oceanfront compound featuring expansive indoor-outdoor living spaces, a beautifully reimagined main residence, a swimming pool, and a separate two-story structure with an upstairs ohana and garage parking below. The design emphasizes a seamless connection between the home and the ocean, creating an exceptional setting for entertaining, relaxation, and enjoying the Maui lifestyle. With the architectural vision established and major approvals in place, the next owner can bring this remarkable estate to life while personalizing the interior finishes to reflect their own style and preferences. Opportunities to acquire oceanfront property with this level of planning, design, and permitting are exceptionally limited. At 1544 Halama Street, the value extends well beyond the land itself—it lies in the opportunity to create a legacy oceanfront estate in a location where comparable development potential may no longer be attainable.

1544 Halama St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$2,345,000

4 Beds ⋅ 4 Baths ⋅ 411082 MLS ⋅ Fee Simple Tenure

RARE OPPORTUNITY IN MOANA ESTATES! Offered for sale by the ORIGINAL OWNER, this home features the LARGEST SINGLE-LEVEL FLOOR PLAN in the community, a PRIME PARK-FRONT LOCATION, OCEAN VIEWS, and SPECTACULAR SUNSETS. Located in South Kihei, within walking distance of Kamali?i Elementary School and less than a mile from South Maui’s beautiful beaches. Just minutes from Wailea’s shopping, dining, and golf. This 4-bedroom, 3.5-bath home features vaulted ceilings, an open-concept layout, and abundant natural light. Recent upgrades include quartz kitchen countertops, new LifeProof flooring, and a new A/C condenser. Includes a TWO-CAR GARAGE. Enjoy outdoor living with a PRIVATE POOL, HOT TUB, and fully fenced backyard. Energy-efficient features include 46 OWNED SOLAR PANELS to help reduce electricity costs. An exceptional opportunity to own a desirable Moana Estates home in a prime South Kihei location.

66 Moana Ave Unit Lot 64, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,490,000

3 Beds ⋅ 2 Baths ⋅ 411008 MLS ⋅ Fee Simple Tenure

Welcome to this beautifully appointed single-level residence in the prestigious gated community of Wailea Pualani Estates. Ideally positioned at the end of a peaceful cul-de-sac, it offers unmatched privacy and quiet. Designed for effortless island living and entertaining, this spacious 3-bedroom, 2-bath home offers the perfect indoor-outdoor Maui lifestyle. New Central A/C creates a cool and comfortable retreat year-round. The photovoltaic solar keeps the electric bills to a minimum. Attached to the home is a generous two-car garage with additional storage closets. In the backyard, the expansive swimming pool and hot tub are surrounded by a beautiful non-slip pebble-tile deck, creating an ideal outdoor setting. The built-in outdoor BBQ area makes entertaining effortless, whether you're hosting friends for sunset cocktails or enjoying a quiet evening at home. This home is a rare opportunity to enjoy the very best of Wailea living! Single-level comfort, exceptional outdoor amenities, and a coveted cul-de-sac location in one of Maui's most desirable communities.

384 Kualono Pl Unit Lot 596, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$35,000,000

3 Beds ⋅ 5 Baths ⋅ 410926 MLS ⋅ Fee Simple Tenure

Close to an acre on Keawakapu Beach, where South Kihei Road ends and Wailea begins. Roughly 170 feet along the water lets the homes stand far back behind a wide green lawn and a grove of tall coconut palms. Look west and Kaho'olawe and Lanai fill the horizon, with sunsets in the ocean in every season. The primary residence sits under a great thatched roof, framed in Douglas fir and lined in woven bamboo. The great room rises into the trusses and opens fully to a covered stone lanai. Grass comes next, then the sandy beach. The primary suite is tucked under the ridgeline upstairs, where glass panels fold back to a deck over the sand. A second building stands on the far side of the grounds, with guest quarters on its upper floor. This Ohana has a separate entry, two bedrooms each with its own bath, and a lanai and balcony facing the sea. Between the homes, a freeform pool curves through natural rock, hiding a grotto and a slide, with a shallow ledge for lounging and an elevated spa. This bohemian luxury property is truly a unicorn. Oceanfront land like this is uncommon in Maui. Designed by Ike Kligerman Barkley. Offered fully furnished and in excellent condition.

3234 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (L).

$1,595,000

4 Beds ⋅ 4 Baths ⋅ 410893 MLS ⋅ Fee Simple Tenure

Welcome to your piece of paradise in desirable Central Kihei, just a short walk from Kalama Beach Park. Tucked away at the end of a quiet cul-de-sac, this spacious two-story home offers the perfect blend of relaxed island living, comfort, and entertaining. The welcoming entry opens to a spacious living room, dining area, and kitchen, creating an inviting great-room feel ideal for everyday living and gathering with family and friends. A newly remodeled powder room adds convenience on the main level. Upstairs, you’ll find three generously sized bedrooms, including a primary suite featuring a newly remodeled bathroom and a large walk-in closet. A full guest bathroom is conveniently located near the additional bedrooms, while a substantial storage area is located off the third bedroom. Step into the distinctive backyard and discover your own private retreat. Cool off in the premium above-ground saltwater pool, unwind on the custom-built deck, or gather around the propane fire pit beneath Maui’s star-filled skies. The showstopper is the one-of-a-kind, thatched-roof Tiki bar, complete with seating for up to 12—perfect for entertaining and embracing the Aloha lifestyle. Adding even more versatility, a spacious bonus room on the main level features a large bathroom, ample cabinetry, a wet bar, and a sliding door for private access. This flexible space is ideal for extended family, visiting guests, or roommates. Additional improvements include a freshly painted exterior and a new 30-year roof in 2025, offering added peace of mind. This special Maui home offers a wonderful opportunity to enjoy the best of island living.

98 Mehani Pl, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$8,895,000

3 Beds ⋅ 4 Baths ⋅ 410860 MLS ⋅ Fee Simple Tenure

Located behind the gates of Wailea Golf Estates, 144 Halau Place is a designer-furnished, single-level contemporary residence offering privacy, ocean and golf course views, and exceptional indoor-outdoor living of over 5,000+ sq. ft. Expansive openings connect the interiors to covered lanais, a striking zero-edge infinity pool and spa, tropical landscaping, and views across the Wailea Blue Course. The property offers a private setting in the heart of Wailea and within easy walking distance to Wailea's beaches, golf, dining, shopping, and resort amenities. EXCEPTIONAL FINANCING OPPORTUNITY: An existing 2.25% fixed-rate mortgage with approximately 24.5 years remaining may be assumable by a qualified buyer, subject to lender approval and applicable requirements. Positioned on a prized lot overlooking the 18th green of the Wailea Blue Course, the property enjoys a rare duality — open sight lines to the ocean and the green, yet an exceptional sense of privacy and calm. Soaring ceilings and expansive walls of glass invite natural light to fill the interiors, dissolving the boundary between indoors and out. The outdoor spaces are anchored by a zero-edge infinity pools and spa, with built-in tiki torches to enjoy late nights under the stars. European oak flooring and contemporary finishes create a warm, refined aesthetic. The chef's kitchen features top-of-the-line Thermador appliances including a 92-bottle wine refrigerator and a built-in coffee system. The primary suite is a private retreat opening directly to the pool terrace and a separate meditation garden. A freestanding soaking tub and indoor-outdoor marble shower evoke a resort-level spa experience within the comfort of home. Two additional guest suites, privately situated on opposite wings, feature vaulted ceilings, custom walk-in wardrobes, and direct garden access — ensuring every guest enjoys their own sanctuary. Modern comforts are seamlessly integrated: Control4 automation, immersive audio, Lutron lighting, an air-conditioned oversized two-car garage, and an owned PV solar system with three Tesla backup batteries for energy independence. Mornings unfold with boats gliding quietly across the horizon. Evenings settle poolside beneath open Maui skies, the fairway and ocean beyond. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. Located in the Wailea Golf Estates II neighborhood, a 6.97-acre gated CPR, 144 Halau Place is a residence for those who value discretion, design, and effortless island living in Wailea’s most desirable setting. Listor is one of the owners of the property.

144 Halau Pl, Kihei

Listing courtesy of Compass-W.

$1,525,000

5 Beds ⋅ 3 Baths ⋅ 410812 MLS ⋅ Fee Simple Tenure

Located on a lovely cul-de-sac is a wonderful 5-bedroom 3 bath home with an open floor concept plan. Wonderful ocean views and evening sunsets awaits you on the charming upstairs deck just off the living room. Jump into your beautiful swimming pool and enjoy your own private resort amenities with expansive downstairs deck great for entertaining or BBq's. The lower level of yard space is a tropical landscape retreat. No rear neighbors and just a block to the beach and park makes this a perfect home for anyone. Also includes a 2-car garage.

2556 Omiko Pl, Kihei

Listing courtesy of Maui Tropical Realty.

$2,295,000

3 Beds ⋅ 3 Baths ⋅ 410718 MLS ⋅ Fee Simple Tenure

Tucked behind your own personal gate within the exclusive, gated neighborhood of Wailea Kai, 3150 Waiea Pl is a completely private tropical oasis just across the street from the stunning white sands of Keawakapu Beach. Set on one of the largest lots in the neighborhood, this single-level home is invisible from the road, wrapping you in lush, resort-like privacy from the moment you arrive. Newly remodeled throughout, this partially furnished home showcases a beautiful mix of travertine and hardwood flooring beneath dramatic high vaulted ceilings. Abundant windows and skylights flood every room with natural light, blurring the line between indoor and outdoor living. This thoughtful 3-bed, 3-bath home offers flexibility. The third bedroom easily functions as a home office or guest room with its hidden Murphy bed. Step outside to your own private paradise: a sparkling saltwater pool surrounded by tropical greenery, plus a fully equipped outdoor kitchen made for effortless entertaining. Go up the spiral staircase to your rooftop deck, where ocean views set the stage for sunset cocktails. As an owner, you'll have the opportunity to join the Wailea Homeowner Golf Membership, a rare privilege extended to only a select few Wailea neighborhoods. You are within the master-planned community of Wailea. You're moments from world-class shopping, championship golf, restaurants, and some of the best beaches Maui has to offer. Rarely does a property combine this level of privacy, space, and location. 3150 Waiea Pl isn't just a home — it's your own oasis paradise in one of Wailea's most coveted communities.

3150 Waiea Pl, Kihei

Listing courtesy of Hawaii Life (W).

$20,500,000

3 Beds ⋅ 4 Baths ⋅ 410482 MLS ⋅ Fee Simple Tenure

Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island sensibility, the home features traditional Dickey rooflines topped with black glazed tiles imported from Japan. A electronic gate opens into a private, walled compound that includes the main residence, a detached two-bedroom guest cottage (Ohana), a two-car garage with workshop, and a beautifully landscaped courtyard with a pool and spa. The single level main home offers soaring 16 foot ceilings in the great room with a working fireplace serving as the centerpiece, complemented by an open-concept kitchen and expansive glass walls that frame breathtaking ocean views while preserving privacy. The main residence includes three bedrooms and four bathrooms, all designed with ease of access and comfort in mind. The detached two-bedroom, one-bath Ohana is finished to the same high standard, ideal for visiting family or guests. Set on 0.8 acres, the estate flows seamlessly from lush lawn to the beach, where a protective lava rock point cradles the property and collects soft white sand along this dramatic, crescent-shaped shoreline—one of the largest and most coveted on the island. A rare opportunity to own a true legacy property on Maui’s finest beachfront. **Disclosure** Some pictures have been Virtually Re-Staged and noted.

3146 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$7,800,000

3 Beds ⋅ 4 Baths ⋅ 410468 MLS ⋅ Fee Simple Tenure

Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated for elevated island living. Terraced landscaping and hand-set rock walls guide you toward the hilltop entrance, offering a dramatic first glimpse of the infinity pool as you arrive. Step through the substantial solid walnut wood pivot door, flanked by bilateral side windows that flood the entry with natural light. Inside, the open-concept kitchen, dining, and living areas flow seamlessly past disappearing Fleetwood doors to a spacious lanai anchored by an infinity pool and spa. Beyond, sweeping views stretch across West Maui, Lanai, Kahoolawe, and Molokini. The lanai wraps to the south into an entertainer's dream — a full bar and BBQ area complete with a hidden large-screen TV — while a pool bath with full sauna delivers a true resort-at-home experience. The chef's kitchen is outfitted with a premium Thermador appliance suite, shaker and flat-front cabinetry, and granite countertops, plus a built-in white wine cooler and a sleek, temperature-controlled red wine storage room. Rounding out the first floor: a two-car garage, a large laundry room, a modern half bath, and a primary suite with direct lanai access, smart shower, smart toilet, double vanity, and a private outdoor soaking tub. Ascend the dramatic floating staircase, set off by a sleek modern chandelier and stone accent walls, to discover a hidden office and an open den with lanai access leading to an outdoor gathering area centered on an elegant fire pit — all framed by more sweeping ocean views. Two additional bedrooms complete the second floor: a guest suite with ensuite bath and lanai access, and a second primary suite featuring lanai access, a walk-in closet, an oversized smart shower, and a top-filling soaking tub. Home is offered fully furnished and situated on the highest elevated lot in Wailea. Quality and luxury abound — your perfect Wailea oasis awaits.

22 Halapa Pl, Kihei

Listing courtesy of Hawaii Life (W).

$9,195,000

4 Beds ⋅ 4 Baths ⋅ 410457 MLS ⋅ Fee Simple Tenure

Discover exceptional beachfront living at 1614 Halama Street. This stunning oceanfront residence offers unobstructed Pacific views, breathtaking sunsets, and direct access to the shoreline from your own backyard. Designed to embrace Maui's natural beauty, the open layout features abundant natural light, and seamless indoor-outdoor living. Enjoy unforgettable evenings from the expansive lanai or oceanfront infinity pool, with panoramic views, neighboring island vistas, and seasonal humpback whale sightings. A spacious primary suite, generous guest accommodations, and lush tropical landscaping create the perfect private retreat. A rare opportunity to own a premier beachfront property on one of South Maui's most coveted streets.

1614 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,999,900

3 Beds ⋅ 2 Baths ⋅ 410444 MLS ⋅ Fee Simple Tenure

This exceptional South Maui property features a 3-bedroom, 2-bath main home and an attached 2-bedroom, 1-bath Ohana with its own private entrance and dedicated parking—ideal for extended family, guests, or rental income. Thoughtfully upgraded, the home includes 48 owned photovoltaic panels, four Tesla Powerwall batteries, a new roof (all done in 2025), tongue-and-groove cedar plank ceiling in the main home, solar hot water, custom lanai screens, and many additional improvements done in 2024/2025. Step outside to your own private backyard oasis featuring a large saltwater pool and spa, mature fruit trees, and stunning Haleakala views. The spacious lanai is the perfect place to relax and enjoy Maui's beautiful sunsets. Located just minutes from South Maui's world-famous beaches, shopping, dining, and schools, this property truly offers the full package and Maui Island lifestyle!

705 Alulike St Unit Lot 27, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$3,150,000

4 Beds ⋅ 3 Baths ⋅ 410371 MLS ⋅ Fee Simple Tenure

Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa community offers privacy and ocean, sunset, and neighbor island views. The split-level layout provides effortless living with the main level featuring a gourmet chef’s kitchen, a formal dining room, a spacious living area, a luxurious primary suite, a bedroom that serves well as a private office, a powder room, and an attached garage—all designed for comfort and style. The lower level is an entertainer’s dream, with a large den that includes a wet bar, under-counter fridge, wine fridge, and easy access to the pool deck, BBQ area, and a serene private backyard. Luxuriously appointed throughout, the home showcases crème Vienna limestone and burled eucalyptus flooring, rare green granite countertops, and custom cherry cabinetry, highlighting the attention to detail and quality craftsmanship. A laundry room and ample storage areas add to the convenience of this warm and inviting home. The garage is equipped to store your golf clubs, surfboards, and recreational gear, ensuring you are always ready for Maui’s outdoor adventures. Both a PV solar system and a solar water system are in place, thereby reducing the ecological footprint of the property, while the private backyard offers ample space for a garden, creating a perfect blend of luxury and sustainability.

162 W Ikea Kai Pl, Kihei

Listing courtesy of Hawaii Life (W).

$34,000,000

4 Beds ⋅ 6 Baths ⋅ 410368 MLS ⋅ Fee Simple Tenure

Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from the golden sands of Maluaka Beach and adjacent to the world-class amenities of the Makena Golf & Beach Club, this exclusive homesite offers an unparalleled blend of luxury, privacy, and island living. More than a homesite, this is a thoughtfully curated pathway to your dream island residence. The property includes membership application rights to the club, opening the door to an extraordinary lifestyle defined by championship golf, ocean adventures, wellness experiences, and exceptional dining. Designed for ease and convenience, the property is part of a seller-organized construction program for a fully permitted, world-class luxury home. Architectural plans have already been submitted to Maui County for permit approval, allowing you to bypass years of planning and begin bringing your vision to life with confidence. Imagine mornings spent along Makena’s stunning coastline, afternoons enjoying club amenities, and evenings relaxing in a custom estate designed to embrace the beauty of island living. This is a unique opportunity to secure a place in one of South Maui’s most coveted communities and enjoy the very best of the Makena lifestyle. Disclaimer: The offering price of the lot & house package is $34,000,000. The lot sale will occur first under a separate purchase agreement. Following the successful closing of the lot, the buyer and builder are expected to enter into a separate construction agreement for the proposed residence. The home depicted in the listing is not currently under construction. All photographs, renderings, floor plans, elevations, and other visual materials are artist's conceptual renderings only and are provided solely to illustrate a potential home design. Final architectural plans, specifications, dimensions, materials, finishes, features, pricing, and other design elements are subject to change. A due diligence/design review period will be provided following the lot purchase to review the proposed home plans with the buyer. During this period, the buyer may request revisions to the design, specifications, and finishes, subject to applicable approvals, feasibility, and agreement between the parties, before construction begins. Construction will not commence until final plans, specifications, permits, budgets, and contractual terms have been approved and executed. Estimated construction timelines have not yet been finalized and will be determined after completion of the design process, permitting, and execution of the construction agreement. Any references to square footage, features, amenities, pricing, or completion dates are preliminary and subject to modification. Buyers should independently verify all information and are encouraged to consult with the seller, builder, architect, and their own advisors regarding all aspects of the proposed project. Listing information is deemed reliable but is not guaranteed. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit approved for a main house.

18 Maluaka Pl Unit Unit 1, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$29,900,000

5 Beds ⋅ 6 Baths ⋅ 407766 MLS ⋅ Fee Simple Tenure

Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.

5050 Makena Rd, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$1,895,000

3 Beds ⋅ 2 Baths ⋅ 410252 MLS ⋅ Fee Simple Tenure

This is also Listed as a Condo MLS 410163. **This is a CPR Residential Condo property** Some homes simply occupy a place within Hokulani Golf Villas. Others define what the community can be. Thoughtfully crafted by its owners, this exceptional Phase III residence reflects meticulous planning, timeless design, and an unwavering commitment to quality. From the moment you enter, soaring 12-foot ceilings and a sophisticated white palette create a light-filled, open living environment that seamlessly blends indoor comfort with the lush, private gardens beyond. Situated on a coveted corner homesite overlooking the peaceful lower park area, the setting offers an uncommon sense of privacy and tranquility. Every enhancement was chosen to elevate both everyday living and long-term efficiency. Twenty-three owned photovoltaic panels, a Tesla Powerwall battery, and upgraded roof insulation work together to provide exceptional energy performance. Lutron recessed motorized shades throughout the home, along with automated patio screens, offer effortless privacy while helping maintain a cool, comfortable interior year-round. Designed for today's connected lifestyle, the residence features a comprehensive Control4 smart home system, integrated security, and a custom entertainment system with surround sound in both the great room and the primary suite. Elegant custom flooring, a dramatic waterfall-edge kitchen island, designer countertops, and a striking full-height backsplash reflect the home's attention to craftsmanship and detail. Built in 2019 during the final phase of Hokulani Golf Villas, this residence incorporates the community's most refined construction standards and design improvements. While the impressive list of upgrades speaks for itself, the true character of this home can only be appreciated in person. Experience a residence where thoughtful design, exceptional quality, and effortless island living come together beautifully.

1550 Umeke Cir Unit 99, Kihei

Listing courtesy of Hawaii Life (W).

$2,499,000

3 Beds ⋅ 3 Baths ⋅ 410251 MLS ⋅ Fee Simple Tenure

Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest.

139 Waaula Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$3,500,000

3 Beds ⋅ 3 Baths ⋅ 410226 MLS ⋅ Fee Simple Tenure

Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a truly turnkey canvas for your Maui dream home. Architectural plans for a modern luxury home have been approved by the County of Maui, and are avaialble upon request. Designed for the quintessential indoor-outdoor lifestyle, the home's spacious interiors flow seamlessly to expansive lanais ideal for entertaining or quiet relaxation. Sweeping blue ocean vistas, neighbor island silhouettes, and brilliant Maui sunsets serve as your ever-changing backdrop, while lush tropical landscaping lends a serene, resort-like quality to every corner of the property. The thoughtfully designed floor plan offers generous living areas, a well-appointed kitchen, and comfortable bedrooms — two of which open directly to their own private lanais and offer panoramic views from their lanais. Whether hosting guests or savoring peaceful evenings at home, this property captures everything that makes Maui living so extraordinary. Just minutes from world-class beaches, championship golf, and fine dining.

3919 Waakaula Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$1,998,000

4 Beds ⋅ 5 Baths ⋅ 410210 MLS ⋅ Fee Simple Tenure

Originally constructed as the neighborhood developer's custom home, this spacious & well-built residence was thoughtfully designed to offer a level of flexibility rarely found in Kihei. Its well-planned layout comfortably adapts to a wide range of living arrangements and changing needs. The home features a 4-bedroom main residence plus an attached 1-bedroom ohana (cottage) complete with its own full kitchen and bathroom. The main home offers two primary bedroom suites, including a versatile ground-floor suite with ensuite bath. This private suite offers the convenience of single-level living and features both a separate exterior entrance and an interior entrance. Upstairs, you'll find a second primary suite with ensuite bath featuring a relaxing jetted tub, 2 additional bedrooms, a spacious living area and den that opens to an outside lanai with stairs to the backyard. Built to accommodate a variety of lifestyles, this home offers a wide range of living possibilities: work from home, generate rental income from the attached ohana, host visitors in the private downstairs suite, or create comfortable living spaces for extended family. Whether you're looking for versatility, privacy, or income opportunities, this home is designed to meet your evolving needs. Step outside and experience your own tropical sanctuary where a spacious backyard invites you to relax, entertain, and create lasting memories. Enjoy the sparkling pool and spa, dine al fresco, BBQ, and gather with family and friends, surrounded by lush tropical landscaping and generous yard space. Additional features include abundant storage, ample parking, and an owned photovoltaic solar system to help reduce energy costs. Centrally located, you'll enjoy convenient access to beaches, shopping, dining, schools, and Central, South, and West Maui. More than just a home, this is a property designed to grow with your changing needs, offering comfort, multiple living arrangements, and the flexibility to adapt for years to come.

201 Ho'opili Akau St, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,795,000

2 Beds ⋅ 2 Baths ⋅ 410201 MLS ⋅ Fee Simple Tenure

Enjoy stylish single-level comfort in this stunning residence at the prestigious Hokulani Golf Villas community of Central Kihei. Property is also listed as Condominium MLS 410200. Featuring soaring 12-foot ceilings and large windows, the home is light, bright, and airy with ample natural light. A true chef’s kitchen with a KitchenAid subzero fridge, gas cooktop, and huge granite slab island is at the heart of the open-plan living space with bar seating for entertaining ease. Sliding glass doors open to the large covered lanai overlooking the peaceful neighborhood greenbelt in a seamless indoor-outdoor flow. With cooling Italian porcelain tile padding softly underfoot, custom blinds, and central air conditioning throughout, the home maintains a comfortable climate on those warmer South Maui days. An owned photovoltaic system with a back-up battery keeps the electric bills low. The primary suite features a seating area, dual sink vanity, tiled shower, soaking tub, and large walk-in closet. This unique floor plan lives like a three bedroom home with a generous den/office off the entryway, as well as a dedicated laundry room with a new Electrolux water & dryer and an oversize garage. Crown moulding and custom closet organizers are just some of the upgrades. One of the newest homes constructed in the gated Hokulani Golf Villas community, it’s just a short walk to the resident clubhouse, hot tub, bbq’s, and infinity edge pool with dreamy ocean and sunset views. Amenity maintenance and all landscaping are included in the monthly HOA dues for an easy lock-and-leave luxury lifestyle. Located adjacent to the Maui Nui Golf Course and Maui Brewing Company, the neighborhood is just a short drive to beautiful beaches, dining, shopping, and all of South Maui’s conveniences. Call your realtor to schedule a showing today!

1375 Umeke Cir Unit 101, Kihei

Listing courtesy of Compass-W.

$2,398,000

3 Beds ⋅ 3 Baths ⋅ 410156 MLS ⋅ Fee Simple Tenure

Expansive ocean views, exceptional privacy, and peaceful half-acre setting define this single-level Hawaiiana-inspired home. Enhanced by an absence of utility wires and located along the southern border of Maui Meadows, directly above Wailea, the property is adjacent to thousands of acres of undeveloped land. Minutes from Wailea's beaches, golf, shopping, dining, and luxury resorts this very private retreat features a large swimming pool positioned for whale watching, sunsets, and exceptional night skies. This is the first time in over 30 years it is on the market, It is a lovingly maintained owner-occupied licensed BnB with numerous 5-star guest reviews. The floor plan offers seamless indoor-outdoor island living. The large private outdoor shower, tucked beneath banana trees, and a private lower drive leading to a secluded ocean-view gazebo and gardens create a uniquely Maui experience, while tropical fruit trees enhance the property's island sanctuary feel. There is possible future ohana potential, subject to buyer verification. The large ocean-view front entry/studio/office provides additional living/work space. Upgrades include: All flooring, Pool completely tiled, fully paid upfront leased photovoltaic system for energy efficiency, four Mitsubishi Split Air-conditioners, one portable A/C in office/studio. This is a rare opportunity to enjoy privacy, space, views, quiet, birdsong, and the relaxed lifestyle that makes Maui so desirable. Please enjoy the attached video tour. Listor is owner/seller and a licensed Hawaii real estate broker. The BnB license is not transferable.

620 Kumulani Dr, Kihei

Listing courtesy of International Real Estate Srvs.

$2,350,000

4 Beds ⋅ 3 Baths ⋅ 410122 MLS ⋅ Fee Simple Tenure

Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed with an open-concept floor plan, the home features soaring vaulted ceilings, abundant natural light, and seamless indoor-outdoor living. Expansive sliding glass doors open to your own tropical retreat, where a resort-style in-ground pool is surrounded by lush, mature landscaping—creating a private oasis ideal for relaxing or entertaining family and friends year-round. The spacious kitchen is thoughtfully designed for gathering and entertaining, complete with a large center island, granite countertops, newer appliances, generous walk-in pantry, and an adjacent private laundry room. Split air conditioning throughout the home provides year-round comfort while maintaining the home's bright and airy island ambiance. Wailea Kai is one of South Maui's most sought-after gated communities, prized for its peaceful setting and unmatched convenience. From your front door, enjoy an easy stroll to Keawakapu Beach, consistently ranked among Maui's finest white sand beaches. Just minutes away are Wailea's celebrated championship golf courses, luxury resorts, award-winning restaurants, tennis facilities, scenic oceanfront walking paths, and the upscale boutiques and dining at The Shops at Wailea. Whether you're searching for a primary residence, second home, or luxury island retreat, 3236 Pikai Way presents a rare opportunity to own in one of Wailea's most desirable neighborhoods, where timeless island elegance meets the very best of the Maui lifestyle. Seller discloses to all parties he is a licensed Hawaii real estate broker, owns Kokua Realty, LLC and is a principal in this sale.

3236 Pikai Way, Kihei

Listing courtesy of Kokua Realty LLC.

$3,500,000

3 Beds ⋅ 2 Baths ⋅ 410112 MLS ⋅ Fee Simple Tenure

Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea retreat pairs effortless accessibility and wide 36" doorways with the quiet polish of a private resort. Light filled interiors, soaring eight to twelve foot ceilings, and walls of Fleetwood glass open seamlessly to nearly a thousand square feet of lanai living. No expense spared with the choice of long lasting durable and as well as beautiful Monier tile roof, copper downspouts and gutters with French drains throughout. The finish level is exceptional, with large format Italian porcelain floors, a Poggenpohl kitchen with SubZero and Miele, and spa inspired baths featuring Toto washlets and Dornbracht fixtures. The primary suite opens directly to garden views, a shimmering saltwater pool and spa, and an outdoor shower wrapped in teak, while a thoughtful split bedroom layout offers guests true privacy. With owned photovoltaic, upgraded electrical, central air, remote sunshades, xeriscape landscaping, and copper landscape lighting, all just moments from Keawakapu Beach, Wailea's best shopping, and world class golf and tennis, this is turnkey Wailea living at its most refined and effortless. Outfitted with DWR (Design Within Reach) high-end furnishings, 39 Hoawaa is a turnkey residential experience.

39 Hoawaa Way, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$2,400,000

3 Beds ⋅ 3 Baths ⋅ 410090 MLS ⋅ Fee Simple Tenure

2451 Umeke Cir has the ideal 1½-story floor plan that offers the convenience of main-floor living while providing additional space upstairs for family or guests. It is also one of the newer built homes in Hokulani. Meticulously maintained and extensively upgraded. The spacious kitchen is a chef's dream, featuring upgraded Bosch appliances, an oversized KitchenAid refrigerator, a built-in 18-bottle wine cooler, and abundant workspace for everyday living and entertaining. The adjoining great room is enhanced with built-in electronics cabinetry, surround sound, and Lutron hardwired remote-controlled shades, creating a comfortable and sophisticated living space. The main-level primary suite offers a peaceful retreat with custom closet shelving, additional bathroom storage, and a beautifully upgraded bath featuring custom cabinetry and a custom glass shower enclosure. A unique office with elegant double French doors provides the perfect work-from-home space or quiet den. Designed with efficiency in mind, the home features 32 owned solar panels, two Tesla batteries, a brand-new Lennox air conditioning system (2026), and a tankless water heater, helping to reduce utility costs while providing year-round comfort. Additional upgrades include tile flooring throughout, fresh interior paint, hardwired outdoor speakers, an oversized two-car garage with epoxy floors, built-in tool storage, custom storage closets, Garage Gator lift systems, kayak pulley storage, and even space for an additional refrigerator and freezer. The laundry room is equally well appointed with custom cabinetry and an electric washer/gas dryer setup. Step outside to the lanai, where you'll enjoy a charming ocean view, electric shades, upgraded sliding screen doors, and a propane connection ready for your grill…an inviting spot to relax and enjoy Maui's indoor-outdoor lifestyle. From the extensive custom storage to the thoughtful energy-efficient improvements and premium finishes throughout, this exceptional home is truly move-in ready and offers the perfect blend of comfort, functionality, and island living. Also listed as condo MLS #410089

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

$2,100,000

4 Beds ⋅ 4 Baths ⋅ 410011 MLS ⋅ Fee Simple Tenure

Welcome to one of the most desirable homes in Moana Estates, featuring the largest single-level floor plan in the neighborhood. This meticulously maintained 4-bedroom, 3.5-bath residence offers exceptional comfort, thoughtful upgrades, and timeless island-inspired style. Beautifully furnished and professionally designed, the home exudes a relaxed beach cottage ambiance with inviting, light-filled living spaces. New quartz countertops, engineered wood flooring throughout the main living areas, tile bathrooms, and custom white wood shutters create a refined yet casual coastal aesthetic. The spacious floor plan seamlessly connects indoor and outdoor living, opening to a private backyard oasis complete with a swimming pool, outdoor shower, fully fenced grounds, and a substantial rock privacy wall. Manicured landscaping and outstanding curb appeal enhance the home's welcoming presence. Additional features include a two-car garage, 24 photovoltaic panels with net metering for energy efficiency, and furnishings that make this home truly move-in ready. Every detail has been carefully maintained, creating a residence that is as functional as it is beautiful.

147 Moana Ave Unit Unit 39, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,250,000

3 Beds ⋅ 2 Baths ⋅ 409916 MLS ⋅ Fee Simple Tenure

Discover one of Maui Meadows' hidden gems at the end of a quiet, private cul-de-sac. This beautifully updated home feels like a modern treehouse, surrounded by stunning ocean, mountain, and sunset views with no wires enjoyed from multiple lanai spaces. The main level features bright, open living, a contemporary kitchen, and a gorgeous primary suite with a soaking tub overlooking the ocean. Downstairs offers a large family room, two spacious bedrooms, abundant storage, and walk-out access to the pool, hot tub, and entertaining deck. With tropical landscaping, low-maintenance materials throughout, and an adjacent lot optionally available to the buyer, this is a rare Maui Meadows retreat offering privacy, views, and flexible living in one of South Maui's most desired neighborhoods.

3124 Nahenahe Pl, Kihei

Listing courtesy of Hawaii Life (W).

$3,550,000

4 Beds ⋅ 4 Baths ⋅ 409908 MLS ⋅ Fee Simple Tenure

Refined Island Living | Wailea Pualani Estates Discover elevated island living in this custom two-story residence within the desirable gated community of Wailea Pualani Estates. Offering 4 bedrooms, 3.5 baths, and over 2,800 square feet of interior living space, this thoughtfully designed home blends quality craftsmanship with effortless indoor-outdoor living. Nine-foot ceilings, abundant natural light, elegant travertine flooring, and a spacious entertainer’s kitchen create a sophisticated yet welcoming atmosphere. Expansive covered lanais, a private pool with jacuzzi, and a lovely, landscaped yard provide the perfect setting for family gatherings, outdoor enjoyment, and relaxed island living. Enhancing the home’s appeal are 69 owned photovoltaic panels and three Tesla Powerwall batteries, offering an energy-conscious lifestyle. Beautifully furnished and move-in ready, this exceptional turnkey offering allows you to settle into Maui living with ease. Enjoy close proximity to South Maui’s sought-after beaches, luxury resorts, world-class golf, and Wailea’s premier shopping and dining. A distinctive opportunity to experience the comfort, sophistication, and effortless beauty of the Wailea lifestyle.

390 Pualoa Nani Pl, Kihei

Listing courtesy of Engel & Volkers Maui.

$45,000,000

8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure

An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$26,500,000

6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure

THE ULTIMATE MAUI DREAM . . A Makena Generational Oceanside Retreat offering 8B|8B resort-style living with separate oceanside pool home, features smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate. In a world moving faster than ever, it is intentionally crafted for life to slow down. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” The compound offers a vast combination of energy efficiency, self-sufficiency and refined comfort featuring what we are told is the largest residential Tesla Solar Roof in the US installed in 2024. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager offers lock-and-leave convenience. The luxurious amenities are endless with privately separated interior living areas offering exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

$2,550,000

4 Beds ⋅ 4 Baths ⋅ 409490 MLS ⋅ Fee Simple Tenure

Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

$2,499,000

3 Beds ⋅ 3 Baths ⋅ 409471 MLS ⋅ Fee Simple Tenure

Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sac, this .59-acre property offers exceptional privacy surrounded by lush tropical landscaping, while the spacious pool and deck area create the perfect setting for relaxing or entertaining in true island style. The main residence has been recently remodeled and features high ceilings, a stunning chef's kitchen designed for both everyday living and hosting, as well as a loft that can be used as an office or private retreat. This custom pole house offers 3 bedrooms and 3 bathrooms with lanai spaces that seamlessly blend indoor and outdoor living. A separate 1-bedroom, 1-bath cottage provides excellent flexibility for guests or extended family. One of the unique highlights of this property is the unobstructed ocean views with no power lines in sight, enhancing the natural beauty of the setting. This is a truly special island home you won't want to miss. The location is unbeatable—peaceful and private, yet just minutes from the world-famous beaches, resorts, restaurants, shopping and golf courses. Your own tropical paradise awaits. Main residence is being sold furnished; the ohana is unfurnished

3450 Malina Pl, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$1,995,000

3 Beds ⋅ 3 Baths ⋅ 409250 MLS ⋅ Fee Simple Tenure

Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with an additional office/media room offers refined island living with a seamless indoor-outdoor flow. The private backyard is designed for entertaining, featuring a saline heated pool with waterfall features, surrounded by lush, mature landscaping. The ocean-view primary suite includes a private lanai, creating a peaceful space to take in Maui’s sunsets. Recent upgrades include a new standing seam metal roof, owned photovoltaic system with two Tesla backup batteries, new split A/C units, and a freshly painted interior. Ideally located just minutes from Wailea’s world-class beaches, golf, dining, and resorts, this is an exceptional opportunity in one of South Maui’s most sought-after communities.

3386 E Lani Ikena Way, Kihei

Listing courtesy of Compass-W.

$1,999,000

3 Beds ⋅ 2 Baths ⋅ 409237 MLS ⋅ Fee Simple Tenure

Privately positioned in Maui Meadows, 505 Ho'ohalahala offers exceptional space, flexibility, and privacy. Located just minutes away from resort amenities and resort beaches, this home delivers the Wailea location without the Wailea price tag. This fully fenced and gated estate provides a true sense of privacy with expansive, all usable grounds. Mature landscaping surrounds the property, reflecting the seller’s pride of ownership and years of thoughtful care. Situated on one of the larger lots in Maui Meadows, this property has been owned and cared for by the seller for decades. Ample parking accommodates multiple vehicles and there's an abundance of storage space for equipment. Perfect for a general contractor or those needing space to operate and thrive. Large pool with spacious adjacent shade cabana creates the ideal super private setting for outdoor entertaining or relaxing. The detached ohana is well separated from the main residence, offering excellent flexibility for guests or extended ohana. Well designed for multi generational living with space and tons of separation. Built in equity opportunity with lots of room to add value. Property is on a septic system eliminating future headaches. Opportunities like this don’t come around often in Maui Meadows.

505 Hoohalahala St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$18,900,000

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.

$24,500,000

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).

$4,495,000

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.

$3,870,000

4 Beds ⋅ 5 Baths ⋅ 408523 MLS ⋅ Fee Simple Tenure

The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and locally inspired textures. Open-concept great room features panoramic ocean views, floor-to-ceiling glass, hardwood floors, and natural stone. Chef’s kitchen with waterfall stone island, premium appliances, and custom cabinetry. Luxurious bedroom suites offer spa-style baths, private lanais, and ocean or garden views. Resort-style outdoor living includes a lap pool, spa, Baja shelf, and tropical landscaping. Sustainable features include solar, smart home automation, and energy-efficient systems. Prime Wailea location near world-class beaches, golf, dining, and luxury resorts. One of the listing agents is the seller.

3378 E Lani Ikena Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,500,000

3 Beds ⋅ 3 Baths ⋅ 408470 MLS ⋅ Fee Simple Tenure

Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac.

3142 Waiea Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$9,495,000

4 Beds ⋅ 5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure

NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - 4891sf under roof- Oversized 2-car garage - 52 owned PV solar panels - 4 Tesla backup batteries - EV charger- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass - The most exciting new luxury release to hit the market. A brand new single-level ocean view smart home that truly makes you say WOW. A 2025 Wailea Cohen Development Group design- Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision.

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

$5,950,000

5 Beds ⋅ 4 Baths ⋅ 408014 MLS ⋅ Fee Simple Tenure

A rare South Maui estate — 2.118 acres in the exclusive gated community of Kaimanu Estates. This private retreat feels like living in Hana and Old Hawai‘i, surrounded by hundreds of native and fruiting trees including avocado, citrus, banana, lilikoi, guava and many more. With 4,718 sq. ft. in the main residence and a detached studio ohana, the property offers unmatched privacy and opportunity rarely found in South Maui. Just minutes away are Wailea’s world-class golf courses, resorts, fine dining, boutique shopping, and some of the best beaches in the world. Here you’ll find the perfect balance of tropical seclusion and resort-side convenience.

135 Kaimanu Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,775,000

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).

$2,400,000

3 Beds ⋅ 3 Baths ⋅ 404328 MLS ⋅ Fee Simple Tenure

Amazing ocean and West Maui Mountain views from this three bedroom, three bath pole house in Maui Meadows on a flag lot. Enjoy the pool and spa together with the spectacular views.

3300 Keha Dr, Kihei

Listing courtesy of Capitol Properties.

$23,000,000

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

Set on one acre surrounded by 6ft stone walls, 7595 Makena Road is a contemporary Makena residence defined by privacy, endless ocean views, and an exceptional connection to its surroundings. Completed in 2022, the home offers 4,778 square feet of interior living space with four en-suite bedrooms, 4.5 bathrooms, and thoughtfully designed spaces that open naturally to the outdoors. Expansive glass draws the Pacific and surrounding landscape into the home, while a 995-square-foot covered lanai extends the main living areas outside. Generous proportions create an effortless setting for both quiet everyday living and entertaining, with each bedroom suite offering privacy for family and guests. Modern amenities include an elevator, integrated smart-home technology, and an 870-square-foot three-car garage. Together with the residence and covered lanai, the property encompasses approximately 6,643 square feet of combined space. Across Makena Road, the coastline near Ahihi Bay provides a dramatic backdrop of clear water, rugged shoreline, and memorable sunsets. The setting feels removed and private, yet the resorts, dining, golf, shopping, and amenities of Wailea remain within a few minutes reach. What distinguishes 7595 Makena Road is the balance it achieves: contemporary architecture without losing its connection to Maui, substantial scale without sacrificing intimacy, and a private Makena setting centered on the landscape and ocean beyond. For those seeking a modern home in one of South Maui’s most compelling coastal settings, 7595 Makena Road offers a rare opportunity to experience Makena with space, privacy, and the Pacific always close at hand.

7595 Makena Rd, Kihei

Listing courtesy of Compass-W.

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