luxury apartments / penthouses with pool for sale Kailua-Kona, United States

A successful vacation rental and a stunning island retreat all in one — this meticulously remodeled 2-bedroom, 2-bathroom condo in the sought-after Waikoloa Hills is as turnkey as it gets. With its warm, thoughtfully designed spaces, this home lives more like a house than a condo. Step inside to soaring vaulted ceilings and an inviting open living area anchored by a cozy fireplace and stylish vinyl plank flooring. A sleeper sofa in the living room adds flexibility for guests, making every inch of this home work beautifully. The kitchen features quartz countertops and modern appliances, thoughtfully stocked and ready for every arrival. Upstairs, the bedrooms are well-appointed and comfortable, each with window AC units for year-round comfort. The bathrooms have been finished with quartz countertops as well, with the primary suite featuring dual sinks and a gorgeous walk-in shower. Every detail has been carefully thought through with the guest experience in mind. The private lanai is the perfect spot to unwind and soak in the island lifestyle. One assigned parking spot included. Fully furnished and operating as a successful vacation rental with a solid rental history — just move in or keep the bookings rolling. Waikoloa Hills amenities include a pool, hot tub, BBQ, and community kitchen. Just a short drive to some of the Big Island's best beaches, with world-class dining and shopping right across the street and the Waikoloa Resort only minutes away — all at a fraction of the resort price. As an owner, you'll also enjoy full Waikoloa Village Association membership, which includes a golf course, lap pool, and tennis and pickleball courts. A true gem in one of the island's most desirable communities — don't miss this one!

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.

Ocean view residence at Makaliʻi at Wailea, offered fully furnished with a custom modern interior package. This thoughtfully designed home features contemporary finishes, open-concept living, and seamless indoor-outdoor flow ideal for enjoying Maui’s year-round climate. Located in one of Wailea’s newest communities, just minutes to world-class beaches, golf, dining, and shopping. Currently tenant occupied and lease expires 2/19/27. Owner holds active Hawaii Real Estate License.

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!

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.

Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront enclave's luxury and casual sophistication marries the divine setting with dramatic ocean views. Enjoy the premier Maui lifestyle in this private, spacious, fully furnished 2-bedroom, 2-bath residence in beautiful Wailea Point. High ceilings, huge picture windows, and beautiful finishes create the perfect setting for comfortable living and memorable entertaining that flows from spacious interiors to oceanview lanais. The spacious living room features large windows that let in plenty of natural light and offer panoramic views of the beach and ocean. Brand new window installation just completed, featuring a beautiful mitered glass bay window with custom automatic roll-down shades. The extraordinary, panoramic views look from the surf and sand of Polo Beach, across the ocean to the islands of Lanai, Kahoolawe, & Molokini, down the coast to Makena, and up to the summit of Haleakala. The kitchen features exceptionally fine Koa cabinets and high-quality appliances, including an oven, microwave, refrigerator/freezer, dishwasher, and ample cabinet space. The covered lanai is the perfect spot to savor a cup of coffee in the morning, enjoy the sunrise, or barbecue in the evening while taking in the expansive ocean views, sunsets, whales, dolphins, and seabirds. Wailea Point is a low-density 26-acre oceanfront property with impeccably landscaped common areas and top-quality amenities. 24-hour security, three swimming pools, a lap pool, two spas, BBQ pavilions, a fully equipped fitness center, lighted tennis, paddle tennis, and pickleball courts. Wailea Point is conveniently located between Wailea Beach and Polo Beach.

Revel in luxury from an expansive and private oceanfront condo with the best amenities in its class. The spacious, elegant, and bright two-story residence offers a large floor plan available to the low density, gated community of Wailea Point Village. With a stunning oceanfront location featuring panoramic views of the Pacific, this 3 bedroom, 4 bath, 2,554 square foot home, is the premier location that South Maui has to offer. Wood-paneled ceilings throughout, give the open floor plan a warm and inviting elegance. The recently remodeled kitchen features beautiful granite countertops, a Sub Zero under counter refrigerator, and an open floor plan that flows seamlessly into the main living room space with a full west facing wall of upgraded windows. This sizable unit is located directly on the golf cart-friendly path within close proximity to the full equipped fitness center, four swimming pools, including a 25-meter lap pool, hot tubs, two pavilion areas, and recreation zone that hosts lighted tennis, paddleball and pickleball courts. This location also offers easy access to both sandy beaches, Polo Beach and Wailea Beach. In addition to the many on-site amenities, residents have membership rights to the nearby Wailea Golf Club, convenient access to the spectacular Wailea Beach, fine dining at the Four Seasons and Fairmont Kealani resorts with plenty of luxury shopping at the hotels and the Shops at Wailea.

Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near world-class resorts, fine dining, luxury shopping, championship golf courses, and Maui's best beaches. The Villa features 3 bedrooms and 3.5 bathrooms, in a two-story townhome-style, encompassing 2,426 square feet. There is an additional 596 square feet of covered lanais across two levels. Each bedroom includes a private ensuite bath, offering comfort and privacy for owners and guests alike. Thoughtful design elements include a private elevator, an attached garage, a covered carport, and an outdoor storage closet. Floor-to-ceiling sliding glass doors and retractable screens open almost 30 feet onto the expansive lanai, embracing Maui's indoor/outdoor lifestyle. The lanai is ideal for entertaining and is equipped with a Wolf 36 grill, a Sub-Zero under-counter refrigerator, and custom cabinets. The Villa features polished travertine floors, recessed lighting, high tray ceilings, surround sound, a security system, and a 2-zone central air conditioning system. The Chef's kitchen includes premium appliances by Sub-Zero, Wolf, Thermador, and Bosch. A touch of elegance is added with the Snaidero Italian custom cabinetry. You can enjoy ocean views from high above the resort pool. Ho'olei's amenities include a lagoon-style pool with cascading waterfalls and grottos, a sandy beach entry, two hot tubs, a massage cabana, an outdoor kitchen with covered pavilion, and a fully equipped, air-conditioned fitness center with sauna, locker rooms, and showers. Offered fully furnished, the Villa is truly turn-key & has been meticulously maintained. The property is hotel-zoned, allowing use as a short-term vacation rental, private residence, or a combination of both. Successfully operated as a vacation rental since 2007, the Villa has received over 150 five-star reviews. The owner is willing to continue marketing the property or assist with a smooth transition to new management. This remarkable Ho'olei Villa presents a rare opportunity to own a luxury, hotel-zoned home in paradise.

Wailea Ekolu 1008 offers the pinnacle of Wailea livingan immaculate upstairs 2-bedroom, 2-bathroom condo with panoramic ocean views. This spacious, end-unit residence features vaulted ceilings and comes fully furnished and turnkey, allowing for effortless enjoyment or immediate vacation rental income. Inside, stay comfortable year-round with split AC units in the primary suite and living area, plus an additional unit in the second bedroom. The open-concept layout flows seamlessly to a private lanai where you'll take in sweeping views of the Pacific and outer islandsperfect for morning coffee or sunset cocktails. Located in the heart of Wailea Resort, youre moments from world-renowned beaches, fine dining, the Shops at Wailea, and just steps from the Wailea Blue Golf Course clubhouse. As a unique bonus, a Honda Fit is included in the sale, making island living even more convenient. Vacation rentable and impeccably maintained, Wailea Ekolu 1008 is an exceptional opportunity for both investment and lifestyle.

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.

Experience luxury living at 115 Kai La Place, Kai Malu Maui. This beautifully remodeled 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!

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!

Welcome to Kai Malu 43B, beautifully remodeled in 2024, this 3-bedroom, 2.5-bathroom home offers unparalleled privacy, a spacious outdoor area and breathtaking views of the ocean and outer islands. Step inside to discover an open-concept kitchen and living room, perfect for both entertaining and everyday living. Wide plank oak flooring graces the upper and lower levels, adding warmth and elegance throughout the home. The expansive lanai extends your living space outdoors, creating an ideal setting for relaxation and enjoying the serene surroundings. The kitchen and bathrooms feature sleek quartz countertops, blending style with functionality. The master suite is a true retreat, boasting a private lanai and a luxurious ensuite bathroom. A guest bedroom offers rare ocean views, ensuring every visitor enjoys a taste of paradise. Kai Malu is a carefully planned, gated residential community that boasts an outstanding location adjoining several fairways of the beautiful Wailea Blue Golf Course. This development offers a luxurious setting to celebrate life in one of the world's premier vacation destinations, complete with a recreation area for the community to enjoy at leisure. Homes in Kai Malu are rarely available on the resale market, making this a unique opportunity to own a piece of paradise. Dont miss your chance to experience the epitome of island living at Kai Malu 43B.

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.

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.

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.

Aloha and welcome to Mana Kai 514. This beautifully updated 2-bedroom, 2-bath unit features two walk-in showers, two split A/C units, smoothed ceilings, full tile flooring, and stunning ocean views overlooking world-famous Keawakapu Beach. The owners also took advantage of the walled-off extra door in the primary bedroom and rotated the bed to capture those incredible ocean views directly from the bed. This HOTEL-zoned property offers everything you need for a turnkey vacation destination. Mana Kai includes an on-site front desk team, an activities booth for all your island adventures, a rental shop for water sports, the 808 Deli convenience store, Maui Yoga Path studio, a business center, pool, gym, and coming soon the new restaurant, The Beach House. Mana Kai 514 has an impressive rental history with future bookings that can be transferred to the new owner. Schedule your showing today.

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.

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.

Also listed under Residential MLS 408083. Welcome to Hokulani Golf Villas, Home 94. A golf community offering single-level luxury with the ease of condominium living. This sold partially furnished 2-bedroom, 2-bathroom villa plus an office is privately set along a large open green space, capturing warm sunset lights all year-round and peaceful surroundings. The great room features 12-foot ceilings, clerestory windows, and 8-foot sliding doors that create an airy indoor/outdoor flow. The chefs kitchen includes granite counters, oak cabinetry, and a gas cooktop. Upgrades include 24 owned solar panels with 2 powerwalls, porcelain tile and upgraded carpet in bedrooms, enhanced insulation, crown molding, pocket doors at the den, lighting upgrades, improved closets, window treatments throughout, ceiling fans, and an upgraded refrigerator, washer/dryer, and TVsincluding a Bose system in living room. Enjoy the comfort of a detached home with two car garage with stucco exterior and tile roof, nestled in a beautifully maintained gated community with proximity to south Mauis beaches, pickle ball, tennis, shops, restaurants, and activities. A must see!

Indulge in breathtaking ocean and mountain vistas from this HOTEL-ZONED modern oceanfront condo in Maui. Graced from floor to ceiling with a custom remodel in 2023, this luxurious two-bedroom, two-bathroom oasis features exquisite lighting, faux wood flooring, and a fully equipped kitchen perfect for entertaining. Complete with top-notch appliances and furnishings, its no surprise this unit boasts exceptional reviews from guests. Menehune Shores provides a range of amenities such as an on-site restaurant, rooftop patio with barbecue facilities, a heated pool, board storage, shuffleboard, and well-maintained grounds. Enjoy serene views of a traditional Hawaiian fishing pond right outside your balcony offering a peaceful escape and water activities for everyone to experience. Embrace the quintessential Hawaiian lifestyle and book your private showing today.

Perched on a sweeping green slope with panoramic ocean and mountain views, this award-winning Haiku retreat blends modern architecture with the serene elegance of a high-end sanctuary. Designed by renowned firm SEE Architecture, the home draws inspiration from iconic museums like the Getty and Venice Guggenheim, mid-century modern design, and the quiet refinement of luxury retreat spaces. Behind a minimalist facade, the experience unfolds—floor-to-ceiling glass reveals unobstructed vistas, blurring the line between indoors and out. Natural materials—including vein-cut silver travertine, western red cedar, and walnut crafted by local artisans—anchor the home to its surroundings. The structure itself is a precision steel BONE system, designed for longevity and environmental harmony. Inside, the interiors are curated with intention: Florim Italian porcelain tile throughout, custom millwork by Henrybuilt in the kitchen, baths, and beyond, handmade Heath Ceramics tile details, bronzed Honduran mahogany pivot door entry, Forbes & Lorax light switches, Phillip Jeffries woven wall coverings, and Waterworks fixtures and finishes. The open-plan layout flows effortlessly from artful entry to the main living spaces, with every room oriented toward the lush, private acreage and distant blue horizon. Beyond the glass, the landscape includes sculptural elements like Chinese scholar’s rocks, a sleek modern swimming pool, and rolling pastures where horses roam. A separate guest cottage provides additional space for visitors, work, or creative pursuits, all while maintaining the retreat’s sense of privacy. The arrival experience is equally compelling—lush, mature landscaping lines the private drive, a verdant gateway cultivated over the past 20 years with care and intention. Several acres of established orchard also grace the property, producing a bounty of citrus, avocado, mango, banana, starfruit, and more—a testament to the land’s abundance and stewardship. A thoughtfully built 1,152 sq ft barn sits tucked near a private eucalyptus forest—an elegant, utilitarian complement offering exceptional potential for future use. This is more than a residence—it’s a living gallery of design, detail, and tranquility.