Maui Homes with Pool

Welcome to the enchanting island of Maui, a true paradise nestled in the heart of Hawaii! Known for its stunning landscapes, vibrant culture, and warm, welcoming spirit, Maui offers an idyllic setting for those seeking a slice of tropical heaven. From the lush valleys of Upcountry to the pristine beaches of Wailea, each corner of this island is brimming with natural beauty and adventure.

Maui is not just about breathtaking views and stunning sunsets; it’s also a haven for homebuyers looking for luxurious properties that embody the island's charm. Imagine coming home to a beautiful residence complete with your very own pool, where you can unwind and soak in the sun while surrounded by lush tropical gardens. Homes with pools in Maui are more than just a luxury; they are an essential part of the island lifestyle.

Whether you’re hosting a summer barbecue, enjoying a morning swim, or simply relaxing with a cocktail as the sun dips below the horizon, a pool offers the perfect private escape. Many of these homes boast stunning architectural designs that blend seamlessly with the natural environment, providing a serene oasis just steps away from the vibrant life of Maui.

Living in Maui means embracing an extraordinary lifestyle filled with outdoor activities, gourmet dining, and rich cultural experiences. With a home that features a pool, you can indulge in the ultimate island living experience. Explore our listings today and find your dream home in this tropical paradise!

Newest Maui Homes with Pool

$5,600,000

4 Beds ⋅ 4 Baths ⋅ 410774 MLS ⋅ Fee Simple Tenure

YOUR WAIT IS TRULY OVER! Surrounded by the world’s finest coffee groves, YOU will enjoy stunning breathtaking views of ocean, sunset, Molokai, Lanai’I & Kaanapali resort views from YOUR spacious lanai, pool, spa or inground trampoline! The private estate located at 3251 Aina Mahiai Place offers it all! Consisting of 4 bedrooms, 3.5 bathrooms & den, this home is spread across 2,698 living square feet. Additionally, the estate also offers a detached flex-structure perfect for a game room or additional storage for vehicles. Built in 2022, recent additions include pool, spa, fire-table, inground trampoline, photovoltaic & Telsa batter system, Blackstone lanai kitchen & outdoor shower. The garden boxes & rich landscaping reinforce this tropical environment. The interior improvements range from home automation to art/frame-televisions as well as new window treatments. This modern yet comfortable island decor makes for a one-of-a-kind property. Sold furnished (with exceptions). The 6-seater golf cart rides to the world-renowned Kaanapali beaches await YOU from YOUR home in Paradise! Kaanapali Coffee Farms is an exclusively gated community consisting of over 336 acres zoned agriculture. Kaanapali Coffee Farms Phase 1 consists of 51 lots ranging 4 to 7 acres Fee Simple lots with approximately 1-acre homesites. Your Time Is Now.

3251 Aina Mahiai Pl Unit 13, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$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).

$1,350,000

4 Beds ⋅ 3 Baths ⋅ 410715 MLS ⋅ Fee Simple Tenure

Welcome home to The Island at Maui Lani. This beautiful 4-bedroom, 2.5 bath home located on a cul-de-sac in a gated neighborhood is centrally located in Kahului. Close to State and Federal offices, Maui Memorial Hospital, shopping at small and large retailers, restaurants, UH Maui Campus, the airport and the harbor. The terraced backyard of this home offers a swimming pool, waterfall and hot tub and many fruit trees including a Hayden Mango, Surinam Cherry, Lychee, and many others. There is also an owned photovoltaic system to help off-set electric bills along with Tesla battery backup and a Tesla car charging station. This home is easy to show. The Seller holds an inactive HI real estate license.

14 Inoa Po Pl, Kahului

Listing courtesy of Hawaii Life (L).

$4,650,000

4 Beds ⋅ 3 Baths ⋅ 410691 MLS ⋅ Fee Simple Tenure

Experience classic plantation style charm blended with modern island living at this stunning oceanfront residence on Halama Street. Set on a gated and private .46 acre lot, this home captures the essence of Maui with refreshing ocean breezes, sweeping multi island views, and direct oceanfront access right outside your door. The main residence is sold fully furnished and designed for effortless comfort, while the detached ohana offers flexibility for guests, extended family, or an onsite caretaker. A sparkling in ground pool surrounded by lush island landscaping creates the perfect setting for relaxation and entertaining. From sunrise to sunset, enjoy the ultimate Maui lifestyle in a home that combines timeless character with tropical tranquility. Make 1656 Halama Street your personal Maui oasis. A new asphalt shingle roof is scheduled for completion in September 2026.

1656 Halama St, Kihei

Listing courtesy of Compass-W.

$4,500,000

5 Beds ⋅ 5 Baths ⋅ 410637 MLS ⋅ Fee Simple Tenure

Recently completed, brand New custom 5,000 sq ft home with a 3 car garage in the magnificent Kula I'o neighborhood. Perched at the top of a hill, lot 29 a 2.5 acre parcel gently slopes and enjoys morning sun, mountain, and ocean views. A large infinty edge lap pool with spa, baja ledges, and fountain bubblers overlook a picturesque sunset ocean horizon. This masterfully designed home provides a 4 bed 4 bath main residence with a versatile guest wing that could be used for ohana, gym, or a game room.

173 Huahua Pl, Kula

Listing courtesy of Big Wave Realty LLC.

$2,600,000

4 Beds ⋅ 4 Baths ⋅ 410606 MLS ⋅ Fee Simple Tenure

PERCHED HIGH ON THIS ELEVATED LOT. It is rare that a house in Wailea has an asking price less than the county assessed value with remarkably low real property taxes of only $3,975.84 for 2026. There is no better value in Wailea Resort at $890.10 PSF for 2,921 SF. This house has been vacant for nearly three years so allow for mechanical things not working due to non use. All the appliances need to be serviced and may not need replacing. The 13,491 SF lot is one of the largest in this section of Kialoa. Stucco exterior and Monier tile roof. Large pool/Spa. Water in pool and the patio furniture is Ai generated. Pool equipment may just need the pumps and motors primed and lubricated, maintenance and service. The pool plaster may just need a high quality two-part epoxy Pool-paint. Eight(8) large rooms. Commercial chef grade kitchen all granite clad with Viking appliances, double gas burning stoves/ovens. trash compactor, food warmer, Bosch dishwasher. Real Travertine floors on the entire main level and staircase. The living room travertine was under a large Persian rug and never saw the light of day and is literally brand new so when you look at the rest of the flooring CSI will make it look brand new too. Two bedrooms on the main level are being used as storage. Two fully remodeled bathrooms also on main level. Spacious and bright living room, dining room and large kitchen with huge center island with service sink and butler's prep kitchen. One of the downstairs bedrooms serves as an office with French doors and has a full bathroom and closets. It is being used for storage The architecture is classic and bold. The lush foliage makes this residence very private. Upstairs has a huge family room with real hard wood maple floors, wet bar and spectacular ocean views from the balcony from the west Maui mountains, Lanai, Kaho'olawe, Molokini, all the way to Ulupalakua. There is a huge wall perfect for a 100" flat screen tv. There are two full bathrooms upstairs. Art deco ceilings. The owner did a major renovation in 2005 to the kitchen, three of the four bathrooms and added the Travertine floors. The primary bedroom is en suite with a large walk in Travertine shower. Back-to-back closets. The irrigation system and electrical recently upgraded. The avocado tree bears fruit. The garage has 830 SF with storage rooms and is packed solid with restaurant equipment and misc stuff. This is truly an indoor/outdoor house with three ingress/egress from the L.R, D.R and kitchen out to the pool deck and pool/spa. Solar hot water tank is around 3-4 years old. The trellis can easily be converted to a porte-co-chere. For all intents and purposes this house is move in condition. The carpeting in the two upstairs bedrooms needs to be replaced. All the storage contents in the three bedrooms, garage and outside will be removed prior to closing. House is being sold unfurnished AS IS. Seller requires Proof of Funds or bank approval letter prior to showings. RECENT HOUSES SOLD IN WAILEA KIALOA WITH SIMILAR SIZE 195 E. Ikea Kai next door with 2,851 SF SOLD for $4,000,000, 12/20.2024. 171 W. Ikea Kai with 3,117 SF SOLD for $3,725,000, 10/27/2023. 175 W. Ikea Moku with 3,105 SF SOLD for $3,550,000, 12/24.2025. 206 Heleuma Place with 3,169 SF SOLD for $3,300,000 , 01/07/2026. 194 E. Panana Place with 3,024 SF SOLD for $3,240,000. 11/28/2025. 194 E. Panana Place with 3,024 SF SOLD for $2,400,000. 11/14/2023. 3133 Kikihi St with 1,955 SF SOLD for $2,565,000 03/11/2026. The Central Pacific Bank Nov. 2024 appraisal for 221 E. Ike indicates 3,190 SF interior. "The handwriting is on the wall" for 221 E. Ikea Kai. "Don't hesitate!" The closest comparable houses in Wailea with 2,788 SF in Wailea Kai with no view and on the road asking $2,499,000. The only comps in Wailea Kialoa have 2,582 SF no views asking $2,848,000 and 162 W. Ikea Kai with 2,843 SF asking $3,150,000. 221 E. Ikea Kai is the deal of the decade.

221 E Ikea Kai Pl, Kihei

Listing courtesy of eXp Realty.

$3,195,000

3 Beds ⋅ 3 Baths ⋅ 410603 MLS ⋅ Fee Simple Tenure

Private. Peaceful. Perfectly Positioned. This beautifully positioned home in Launiupoko, one of West Maui’s most desirable neighborhoods, feels like your private oasis. Set against the backdrop of the West Maui Mountains, Launiupoko offers a rare combination of privacy, space, and convenience, with the laid-back beauty of country living just minutes from the best of Maui. The open living room and kitchen feature new huge sliding glass doors that bring the beautiful garden inside and expand your living space all the way to the large pool. New windows all through the bedrooms and Living area add in lots of natural light. The vaulted ceilings and Brazilian cherry floors inside feel elegant and the central AC keeps the house nice and cool. The kitchen is well equipped with double ovens, built in wine cooler, granite counters, and extra cabinet space. The spacious primary suite features a soaking tub, his-and-her closets, and a walk in shower. In the garden of this CPR unit there are numerous mature fruit trees from citrus, mango and banana to coconuts and more all kept safe with a gated entry and security system. The windows and doors were replaced just recently along with a fresh paint job. The photovoltaic system on the roof with net metering keeps your costs low. The neighborhood is agriculture zoned with a private water system and the water softener inside the house keeps everything flowing. Location is a standout. From Launiupoko, you’re just a short drive to Lahaina’s dining, shopping, beaches, and historic Front Street, while nearby Kaanapali, Kapalua, and Napili provide even more options for recreation, restaurants, and resort amenities. Launiupoko’s famous surf break and oceanfront park are just down the hill and the neighborhood has its own walking trails making it easy to enjoy some of Maui’s best outdoor experiences without sacrificing everyday convenience. A private setting, desirable neighborhood, recent improvements, and an exceptional West Maui location make 110 Awaiku St. a special opportunity to own a piece of the Launiupoko lifestyle.

110 Awaiku St, Lahaina

Listing courtesy of Compass.

$1,569,500

3 Beds ⋅ 3 Baths ⋅ 410602 MLS ⋅ Fee Simple Tenure

Tucked privately at the top of a cul-de-sac, this beautifully appointed 3-bedroom, 3-bath home plus office is a Makawao residence that offers a rare combination of thoughtful design, lush surroundings, private pool, intimate outdoor spaces, and an exceptionally flexible floor plan. The home feels both gracious and wonderfully easy to live in, with a sense of privacy and tranquillity that is increasingly difficult to find. Upstairs, an inviting living room is warmed by a cozy gas fireplace, while expansive windows draw in abundant natural light and frame the verdant surroundings. The kitchen and living spaces open naturally toward the home's vine-draped lanai on the lee side- the Owner's favorite place to gather, dine, and enjoy the sweet views toward Makawao sunsets. The spacious primary suite offers a private retreat, complete with built-in bookshelves and a serene sense of separation from the rest of the home. Downstairs feels like its own private world. Two additional bedrooms and an exceptionally generous second living room create a versatile configuration for guests, extended family, a home office, or live-in relatives. From the bedrooms, step directly onto your private lanai and toward the pool and gardens, creating an effortless connection to the outdoors. Outside, the beautifully landscaped grounds are designed for privacy and enjoyment. A fabulous intimate lap pool and cozy pool pavilion provides a peaceful focal point for this residence. For energy efficiency, the property is also equipped with 32 photovoltaic panels. The location is equally compelling. Enjoy the charm of Makawao town within walking distance, while Kahului and Baldwin Beach are approximately 20 minutes away. Here, thoughtful architecture, lush grounds, privacy, flexible living spaces, and an enviable Upcountry setting come together in a truly special property. A distinctive home with wonderful possibilities.

1102 Mailuna Pl, Makawao

Listing courtesy of Equity One Real Estate Inc (P).

$15,000,000

3 Beds ⋅ 4 Baths ⋅ 410537 MLS ⋅ Fee Simple Tenure

Experience the relaxed beauty of the Hawaiian lifestyle in this special West Maui oceanfront estate. Set on two acres of lush, naturally landscaped grounds within a small gated oceanfront community, this tropical paradise offers a rare combination of space, comfort, privacy, and authentic indoor-outdoor island living. The 3-bedroom, 3.5-bath main home is warm, open, and designed to embrace Maui’s natural surroundings. Cathedral ceilings, polished concrete floors, and open living spaces invite the ocean breeze indoors. The gourmet kitchen features high-end appliances and flows naturally to the covered lanai, creating an inviting setting for morning coffee, sunset dinners, & gatherings with family and friends. Each bedroom offers its own en-suite bathroom and private enclosed outdoor shower—a quintessential Hawaiian touch that brings you closer to nature. Outside, the resort-style pool with cascading waterfall creates a peaceful retreat, while the Pacific Ocean provides a beautiful backdrop. A separate 2-bedroom, 1-bath ohana offers comfortable space for visiting family & friends. Features include a gated entry, photovoltaic solar system with Tesla battery storage, 3-car garage, additional storage for kayaks, surfboards, and other ocean gear. A true Maui home where ocean, nature, family, and the laid-back Hawaiian lifestyle come together.

49 Kuahulu Pl Unit Lot 4-C, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,500,000

3 Beds ⋅ 3 Baths ⋅ 410525 MLS ⋅ Fee Simple Tenure

Sublimely located in the exclusive gated community of Wailea Kai, this beautiful single-level home places you just steps from the golden sands of Keawakapu Beach. Owned photovoltaic panels, brand-new luxury vinyl flooring and new baseboard throughout, a private pool, and an effortless flow make this the perfect expression of the Maui lifestyle. Minutes from the world-class dining, shopping, and championship golf of Wailea Resort, all within a serene, gated 34-acre community with lush tropical landscaping year-round. A rare single-level gem in one of South Maui’s most sought-after neighborhoods.

3111 Waiea Pl, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$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).

$26,000,000

3 Beds ⋅ 5 Baths ⋅ 410474 MLS ⋅ Fee Simple Tenure

What can money buy that time can't? Six years of thoughtful planning, design, construction, and mature landscaping, ready today. Spanning 4.35 acres across two adjoining parcels, including a rare buildable two-acre lot, 215 & 217 Plantation Club Dr. is a wellness retreat for those who value privacy, health, and the freedom to disconnect. Perched 325 feet above sea level in a lush West Maui microclimate and sited according to Chinese feng shui principles, the estate captures panoramic views of Moloka'i, Lana'i, and the Au'au Channel, where humpback whales winter and calve. Across the road is Honolua Bay, Maui's iconic surf break, with the Plantation Golf Course 200 yards away. Recovery is built into the architecture. The primary suite features a 15-foot rain shower and soaking tub, while the pool house includes a Pilates studio and aromatherapy steam shower. Outside, a heated 22-by-60-foot saltwater pool, spa, and cold plunge create a daily ritual of restoration. This isn't a house with amenities. It's a private wellness compound with bedrooms attached. More than 90 fruit trees across 16-plus varieties are irrigated by a private cistern, complemented by an outdoor kitchen with a wood-fired pizza oven. A detached five-car garage with high-lift doors accommodates 10 vehicles. Fully furnished in Plantation Estates near Kapalua Resort, beaches, golf, and dining. Offered below replacement cost - an opportunity that can't be recreated today.

215 Plantation Club Dr, Lahaina

Listing courtesy of Compass-W.

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.