luxury apartments / penthouses with pool for sale Kihei, United States

In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.

Kihei Kai Nani 142 offers an unparalleled blend of tropical tranquility and vibrant island living. This hotel-zoned resort is situated just steps from the golden sands of Kamaole Beach II, where pristine waters and breathtaking sunsets await. Whether you're seeking a serene retreat or an adventurous getaway, this property serves as the perfect gateway to all that Maui has to offer. Lush tropical landscaping surrounds the property, creating an oasis-like atmosphere. Guests and residents can take advantage of the resort's amenities, including a large sparkling pool, barbecue areas, and ample parking. The resort's prime location places you within walking distance of Kihei's best dining, shopping, and recreational opportunities. Stroll to nearby cafes, boutique shops, or take advantage of the proximity to world-class sandy beaches. Whether you're looking for a personal retreat, a vacation rental opportunity, or both, Kihei Kai Nani 142 is a versatile gem in one of Maui's most sought-after destinations.

Front-row living at Sugar Beach Resort. This oceanfront residence sits right on the sand, offering a true front-row seat to Maui’s coastline. From morning light over the water to golden sunsets and the sound of waves (& whales!) just beyond the lanai, this is beach living at its most effortless. The layout is open and comfortable, with a bright kitchen, relaxed living space, and a bedroom that feels calm and private. Large sliding doors blur the line between indoors and out, drawing you toward the ocean and the steady rhythm of the shore. Sugar Beach Resort is known for its long sandy beach, central location, and easy access to both North and South Maui. Whether you’re looking for a place to unwind, a base for island adventures, or an investment beachfront retreat, this one invites you to slow down and stay awhile. Sometimes the best seat in the house is right on the beach.

Experience the ultimate beachfront lifestyle with this stunning direct oceanfront condo at Sugar Beach Resort! Located on the tranquil shores of North Kihei, this property offers breathtaking, unobstructed views of the Pacific Ocean, miles of golden sand, and year-round sunsets.

Welcome to Kihei Kai Nani 171 a Hotel zoned Heavily booked condo situated in south Kihei, directly across from Kamaole II beach park. This vacation resort features 180 one-bedroom condos, each 621 sq. ft., with a remodeled kitchen featuring granite countertops. The property is surrounded by tropical, mature landscaping and is conveniently close to restaurants, shopping, and the Kihei boat ramp. Amenities include BBQ areas, swimming pool, shuffleboard court, and ample parking, with a variety of ocean activities nearby.

Situated in South Kihei’s premier resort community, Maui Kamaole, this spacious 1-bedroom, 2-bath condo offers a perfect blend of comfort, privacy, and convenience. Located on 23 acres of lush tropical landscaping directly across from Kamaole Beach Park III, this unit feels like a private oasis yet is just minutes from Wailea’s top golf, dining, and shopping. The downstairs condo is exceptionally private, tucked away from noise and activity, while still being just steps from the pool, BBQ area, outdoor patio, and tennis courts. Features include a fully equipped kitchen, in-unit washer/dryer, two window ACs, and a private lanai surrounded by vibrant gardens. Maui Kamaole’s low-rise design, tranquil ambiance, and first-class amenities make it ideal as a full-time residence, second home, or rental. Experience the best of Maui living in this serene and well-located property.

Welcome to Kihei Kai Nani 264 a heavily booked Hotel zoned condo located in south Maui, directly across from Kamaole II beach park. This second-story corner unit benefits from ample light and fresh air, complemented by lush landscaping that creates a resort-like atmosphere. Amenities a swimming pool, shuffleboard and ample parking with convenient access to restaurants, shopping, and the Kihei boat ramp.

First time offered for sale since the original developer offering. Villa 63-5 is without a doubt one of the best locations in Ho'olei. Positioned on the coveted top row with sweeping ocean views and exceptional privacy. This villa enjoys an elevated setting that enhances view corridors, natural light, and cooling trade winds, creating a true indoor-outdoor Wailea lifestyle, with views of Molokini, Lanai, the West Maui Mountains, and year-round sunsets. Finely appointed and offered fully furnished by the sellers for your turnkey convenience, the residence features spacious living areas, high ceilings, and seamless flow to the lanai, perfect for entertaining or relaxing while taking in the ocean and sunset views. The top row location provides a quiet, private setting away from road noise while still being conveniently located within the community. Ho'olei is known for its resort-style amenities and proximity to world-class beaches, dining, and golf in Wailea. This is an incredible opportunity to own a legacy type property in one of Mauis most sought-after communities, where inventory in premier locations is limited and rarely becomes available.

Experience luxury living at 115 Kai La Place, Kai Malu Maui. This beautifully remodeled furnished 3 bedroom, 2.5-bath residence features a primary suite on the first floor and a refined modern interior. Recent upgrades include new designer appliances, flooring, cabinetry and countertops throughout. Energy-efficient with 19 owned PV solar panels and a Tesla battery. The tasteful design and thoughtful layout provide both comfort and functionality for everyday living and entertaining. Enjoy the exceptional amenities that Kai Malu offers, including a sparkling pool, well-equipped gym, and meticulously maintained grounds, all contributing to a vibrant resort-style lifestyle. With its ideal location, you're just moments away from pristine beaches, shopping, and dining. Don't miss the opportunity to make this private oasis your home in paradise! Schedule a viewing today to experience everything that Kai Malu Maui Unit 36A has to offer!

This truly one of a kind masterpiece villa in highly coveted Makena Surf Resort is an exceptional example of quintessential beachfront living at its finest. With a complete studs-out renovation completed in 2022, the meticulous nature and curated bespoke design of this stunning villa is highly evident the moment you enter. The contemporary modern finishes of this sensational ground level residence perfectly infuse indoor/outdoor island living via massive hidden track sliders for seamless integration between the spaces. Enjoy captivating ocean views and picturesque sunsets while whale watching from the privacy of your oversized lanai with space for entertaining family and friends with your favorite libations. A-101 has the luxury of no stairs and minimal steps to enter due to its very close proximity to the private gated entry and parking while perched on the hillside of perfectly manicured lawns and mature landscaping yielding maximum privacy due to the unique and desirable positioning within the complex. Only 50 steps to the sand and immediate access to the incredible onsite resort quality amenities such as two pools, Jacuzzis, tennis, pickle ball, gym, BBQ areas, herb gardens/orchard and an owners pavilion with poolside kitchen. This is the largest two bed, two bath floor plan available, boasting 1644 sq foot with an oversized covered lanai at just over 600sf. This is an absolute must see as there are far too many details and upgrades to list in this no-expenses spared statement piece. Schedule your private showing today to view this amazing ownership opportunity. Lavishly appointed and sold fully furnished.

Experience the beauty of Wailea resort living from this well-positioned C model at the Palms at Wailea. Unit 1509 offers 1,242 square feet of interior living space complemented by an expansive 352-square-foot lanai bringing your total living area to nearly 1,600 square feet of Wailea comfort. Enjoy sweeping ocean views from every room, making this unit a rare find where the Pacific serves as your constant backdrop whether you're in the living room, bedroom, or relaxing on your lanai. With only five steps to the entryway, this prime location getaway awaits it's next owner to make great memories. Currently in the Outrigger rental pool, this property offers a ready-made opportunity for investors looking to enter the Wailea vacation rental market. Whether you choose to continue with the existing rental program or explore management options of your own, the infrastructure is already in place. If you are looking for that coveted Wailea address, Palms at Wailea 1509 is one that just checks all the boxes.

Enjoy stunning panoramic Ocean, Outer Island, and Haleakala views from this incredibly private, top floor, corner unit in highly sought after 17 building at Wailea Ekahi! Villa is offered furnished and is also recently remodeled with all New plush carpets, New remote control ceiling fans, New light fixtures, New Window Shades, New Shower Heads, and New high-end Kitchen appliances including Bosch Dishwasher and Fisher and Pykell Stainless steel refrigerator. The villa features New Central Air Conditioning, New Washer/Dryer, and both baths were upgraded and beautifully re-tiled. The spacious Primary bedroom has an enclosed lanai with upgraded double pane windows creating a pleasant sitting area, and a custom built in office space all situated privately above a natural gulch boasting tropical landscapes and Big mountain views. The Wailea Ekahi Village resort is situated on over 34 acres of tropically landscaped grounds and features a beachfront pool pavilion, four swimming pools, tennis courts, pickleball, shuffle board, gym, and direct access to world famous Keawakapu Beach. Close proximity to Golf, Shopping, and Dining throughout the Wailea Resort.

Andaz Residences Unit 801 (F2) offers a rare opportunity to own one of the coveted private villas at the Andaz Maui Wailea Resort. Ownership combines the privacy of an oceanfront home with full access to the exceptional amenities of the Andaz Hotel including pools, spa, fitness center, beach service, concierge, and award-winning dining. These exclusive residences rarely come to market. This spacious 3-bedroom, 4-bathroom villa features a thoughtfully designed floor plan with en-suite baths for each bedroom. Stunning ocean and sunset views from the lanai, great room, kitchen, and primary suite. The light-filled great room showcases custom designer furnishings, floor-to-ceiling windows, and sliding glass doors that invite Mauis signature ocean breezes. The chefs kitchen with Miele appliances opens seamlessly to the lanai with outdoor grill and dining area, perfect for indoor-outdoor island living. A well-equipped butlers pantry includes an additional dishwasher, ice maker, wine refrigerator, and generous storage. Each bedroom suite offers a soaking tub, separate shower, and private water closet. Additional features include a powder bath with walk-in shower, laundry room with Miele washer and dryer, lockable owner closet, electric blackout and sheer shades, Apple TV, and zoned Sonos sound. While the unit was not previously in a vacation rental program its eligible to participate, this furnished turnkey villa is ready for personal enjoyment and/or guest stays. Owners enjoy a dedicated poolside cabana and two garage parking spaces, Mokapu Beach and the Wailea Beach Path are just steps away. Pet-friendly complex.

Special properties like Hoolei Villa 99-5 rarely become available. A premier top-row, turn-key townhome with one of the best locations in the entire community! When you get up to the 4th tier of the Ho'olei neighborhood, you can see clearly over the Grand Wailea Resort and the Four Seasons Wailea. With the 180-degree view, gorgeous sunsets are enjoyed year-round. Each of the 3 bedrooms in this residence are like a private retreat, including an ensuite bath, roomy floor plan and plush designer furnishings. Interior appointments include a private elevator and a gourmet Studio Snaidero kitchen with Wolf and Sub Zero appliances featured throughout. A unique fusion of tropical beauty and luxury lifestyle awaits you in the heart of one of Waileas most sought-after vacation rental communities. An open floor plan with high ceilings, recessed lighting and amazing floor-to-ceiling windows emphasize the spaciousness of this villa. Ho'olei is a very special development with options for daily rental coordinated by the Grand Wailea Resort. You and your guests can enjoy a unique experience with the benefits and amenities of the Grand Wailea Resort while staying in Villa 99-5. Nearby are all of Waileas many resort amenities including some of the best beaches on Maui, elite shopping opportunities, first-class restaurants, golf and tennis.

Welcome to Kai Ani Village, where thoughtful design and exceptional upgrades come together in one of Kihei's most desirable communities. This beautifully improved residence features high-quality finishes throughout, creating a clean, modern feel that's both comfortable and refined. A one-car garage with direct access into the condo adds everyday convenience and ease. Enjoy the convenience of being just moments from South Maui's best beaches, along with a wide selection of nearby restaurants, cafes, and shops-perfect for embracing the island lifestyle. Within the community, you'll find a resort-style pool, hot tub, and BBQ area that offer a relaxing retreat right outside your door. All of this is set alongside a peaceful wetland reserve, providing a sense of privacy and natural beauty that makes this location truly special.

Welcome to Palms at Wailea 2105, a freshly re-imagined 2024 renovation that offers a modern, fully furnished 2-bedroom, 2-bath retreat in one of South Maui's most sought-after communities. This turn-key condo captures the essence of island living while delivering the proven performance of a top-producing vacation rental, making it an ideal choice for investors or owners ready to enjoy the island lifestyle from day one. The interior shines with crisp, fresh paint and designer wallpapers that set an elegant, relaxed tone throughout the open-plan living area. Spa-inspired bathrooms feature sleek tile work, quartz accents and luxury-grade fixtures, while the upgraded kitchen boasts contemporary hardware, polished countertops and newer appliances; a convenient pass-through window allows seamless service to the expansive covered lanai. Tile flooring flows from the living room to the dining space, and a three-zone split-system air-conditioning system provides year-round comfort in every room. A wall-of-glass sliding door opens to a generous lanai framed by a manicured lawn, creating an indoor-outdoor flow that is perfect for sunrise coffee, alfresco dining or evening cocktails under the stars. Brand-new, beach-inspired furniture and a complete inventory mean the home is ready for immediate relaxation or rental. Residents enjoy resort-style amenities including a Mediterranean-styled pool with ocean views, a spa, BBQ area and lush tropical landscaping, all set on a quiet dead-end cul-de-sac. The location offers easy access to Wailea's world-class beaches, championship golf courses, upscale shopping, fine dining and the vibrant South Maui lifestyle. This rare blend of modern luxury, effortless indoor-outdoor living and high rental demand makes 2105 a standout opportunity in Wailea's vibrant vacation-rental market. Schedule your private showing today and experience why this slice of paradise is the perfect combination of style, comfort and investment potential.

Wailea Palms 3202 boasts a private location in the complex overlooking meticulously manicured lawn, gardens and putting green where one can enjoy splendid sunsets, perfectly framed with palm trees and lush landscaping. The light-filled living area has west-facing windows which open to a spacious living area and a stunning view of the ocean. Relax and enjoy the ocean view from your lanai, living room and the master bedroom. Wailea Palms is a long term residential condominium (6 months minimum rental) with a gated entrance. This property features one of Maui's outstanding pool amenity area. The panoramic ocean and outer island view from the pool pavilion are breathtaking. Close to Wailea Palms are many amenities including: first-class restaurants, championship golf courses, tennis facilities, world-class shopping, white sand beaches and ocean recreation. There is one assigned parking spot.

Experience modern island living at Makalii 8A, a 3-bed, 3-bath contemporary townhome tucked away in a quiet corner of the complex, featuring refined new construction in the heart of Wailea Resort. This first offering is fully furnished, turnkey, and presented in immaculate condition. Thoughtfully designed with clean architectural lines and subtle mid-century influences, the residence offers 1,574 sq. ft. of interior living space with no neighbors above or below. The main living level highlights dramatic 13-foot ceilings, abundant natural light, and expansive sliding glass doors that frame lush tree canopy views with soft ocean glimmers and hints of Haleakala. The kitchen boasts quartz countertops, rift-cut wood cabinetry, top-of-the-line Fisher & Paykel appliances, and an open, airy feel that extends to the courtyard, creating the perfect environment for entertaining. The upper-level lanai offers elevated ocean views, ideal for morning coffee or evening relaxation. Downstairs, the private primary suite opens to its own outdoor space, providing a peaceful retreat surrounded by lush tropical greenery. An additional ensuite bedroom and laundry area complete the lower level, while a third bedroom and full bath on the main level offer flexibility for guests or a home office. Central air, engineered hardwood floors, electronic shades, and a two-car garage, along with pet-friendly living add to this exceptional home's desirability. Makalii at Wailea is a gated community of just 68 townhomes. Residents enjoy a 100-foot saltwater infinity-edge pool, hot tub, steam room, sauna, fitness center, and on-site management. Ideally located moments from Waileas world-class beaches, golf courses, tennis, shopping, dining, luxury resorts, and Makenas natural beauty. Schedule your private showing today.

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

Wailea Palms 3507 is an exquisitely remodeled 2-bedroom, 2-bathroom residence offering serene ocean views and a lush tropical backdrop. Tucked away in a secluded, private location at the north end of this gated community, the home provides a sense of exclusivity and tranquility. Every detail has been thoughtfully curated, featuring top-of-the-line materials, high-end appliances, and sophisticated finishes throughout. Wailea Palms is a residential enclave that does not allow vacation rentals, ensuring a refined and peaceful living environment. Ideally situated just moments from Wailea's renowned beaches, fabulous golf courses, acclaimed dining, and luxury shopping, this exceptional property captures the essence of Wailea living.

Makalii at Wailea 17B is a standout villa commanding the premier ocean-view position in the entire development, offering unobstructed, sweeping vistas of the Pacific, Molokini, and Kahoolawe. Elevated and ideally oriented, this residence captures Mauis most iconic sunsets and seasonal whale activity from the comfort of home. Equally impressive is the interior, where impeccably curated, fashion-forward dcor elevates the living experience. Clean lines, layered textures, and a sophisticated neutral palette create a modern island aesthetic that captures quintessential luxury island living. The open-concept living space offers abundant natural light, with expansive glass doors framing the ocean and extending living areas onto generous lanais for seamless indoor-outdoor flow. This three bed, three bath Casita floor plan is the largest available at just over 1800sf with garage and lower-level primary suite for maximum privacy. Set within the coveted, low-density Makalii at Wailea community, 17B offers privacy, architectural distinction, and resort-style living with immediate proximity to Waileas top beaches, golf, dining, and shopping options. This is a rare opportunity to own the best views in the complex paired with designer-level interiorsa truly turnkey Wailea retreat sold fully furnished!

Discover a rare opportunity to own a 2-bedroom, 2-bath condo steps from the beach in a warm welcoming oceanfront community where guests return year after year-some for over 40 years! This well loved property offers breathtaking ocean views, easy access to miles of golden sand and a lifestyle that blends relaxation with recreation. Whether you're enjoying your morning coffee on the lanai or watching the sunset over the waves, every day feels like a vacation. Ma'alaea Surf Resort offers world class amenities including two sparkling pools, tennis and pickleball courts, shuffleboard and basketball. Stroll the beautifully maintained grounds and walkways. Come experience the charm and magic of this unique beachside retreat. Contact your favorite realtor today for a showing.

Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views from one end of the condo, through the living room, kitchen and master bedroom lanai. Thought, care and expert design principles were incorporated into this sleek renovated interior giving a nod to a mid-century modern vibe. Modern open kitchen, custom cabinetry, built in appliances, Miele dishwasher, quartz counters and instant hot water. High end linen tile flooring throughout which extends to exterior lanais. Completely remodeled baths with tiled walk-in rain showers. Contemporary furnishings and 3 flat screen TVs. 3 zone split AC system for optimum comfort. Oversized lanai extends to a private stretch of lawn and is a perfect sanctuary for relaxing, enjoying sunsets, whale watching and entertaining. Two pools and BBQs throughout the lush landscaped grounds. Wailea Ekolu is perfectly positioned overlooking the Wailea Blue Golf Course and a short walk to dining, shopping and world class golf courses. Make this fabulously appointed condo your second home, vacation rental or full time residence.

Live your best island life just steps from Kamaole I Beach at unit F-203 in the warm and welcoming community of Ke Alii Ocean Villas. With spacious units, an unbeatable central Kihei location, and one of the best amenity centers anywhere on Maui, Ke Alii Ocean Villas offers the comforts of residential living with the conveniences of a luxury condo. On the second floor of the F Building, Unit F203 offers the comforts of single-level living via easy elevator access. With the Driftwood floor plan and 1,375 sq ft of living space, this 2bd/2bth unit offers the flexibility of a 3rd room that can easily flex as a study or an extra bedroom. The unit has a large primary suite with an ensuite bathroom, another full bathroom next to the 2nd bedroom, and a spacious kitchen with ample cabinet space and stainless-steel appliances. You'll enjoy wonderful views of the area, as well as ocean and West Maui mountain views from the spacious lanai. Central air conditioning ensures a consistent temperature throughout the unit. As a bonus, F203 comes with its own one-car garage along with 1 deeded parking space. At the amenity center, you'll discover a beautiful, heated infinity pool with a hot tub, a fully equipped fitness center, and an entertainment area with BBQ's. Ke Alii Ocean Villas owners and guests even have weekly get-togethers to enjoy the amenities and each other's company. F203 is being offered fully furnished and ready for its new owners. Schedule a tour and see for yourself why people truly love this wonderful community!