Lahaina Homes with Pool

Lahaina Homes with Pool

Welcome to Lahaina, a vibrant historical town nestled on the stunning west coast of Maui, Hawaii. Once the capital of the Hawaiian Kingdom, Lahaina is a treasure trove of rich culture and breathtaking natural beauty, seamlessly blending its storied past with modern conveniences. With its charming streets lined with art galleries, boutique shops, and delectable dining options, Lahaina offers an enchanting atmosphere that captivates both residents and visitors alike.

One of the most appealing features of homes in this picturesque district is the availability of properties with private pools. Imagine stepping out of your beautifully appointed home and into your own personal oasis, where you can soak up the sun or enjoy a refreshing dip while surrounded by lush tropical landscapes. These homes not only provide a serene retreat but also offer the perfect setting for entertaining friends and family or unwinding after a day of exploring the stunning beaches nearby.

Lahaina’s real estate market boasts a variety of homes with pools, catering to diverse tastes and lifestyles. Whether you’re seeking a luxurious oceanfront estate or a cozy family home, you’ll find a range of options that elevate your living experience. The gentle trade winds and the soothing sound of the ocean enhance the ambiance, making every day feel like a vacation.

Experience the allure of Lahaina and discover your dream home with a pool today. Embrace the island lifestyle and create lasting memories in this enchanting paradise, where every sunset is a masterpiece and every moment is a chance to savor the beauty of life in Hawaii.

Newest Lahaina Homes with Pool

23 Pualei Dr Unit 23-2, Lahaina
$1,095,000
2 Beds ⋅ 2 Baths ⋅ 411167 MLS ⋅ Fee Simple Tenure ⋅ Puamana BLDG.
Discover the opportunity to build your own Maui retreat in Puamana, a gated 30-acre oceanfront community known for its lush tropical grounds and relaxed island lifestyle. Tucked away in a quiet garden setting near the mountain pool, tennis and pickleball courts, this homesite enjoys a peaceful location with easy access to Puamana's many amenities. The sellers have received their building permit, pending completion of the required archaeological assessment, for a 1,701 sq. ft., two-bedroom, two-bath residence. The thoughtfully designed two-story floor plan offers spacious open living areas, inviting lanais, and a second-floor primary suite with its own private outdoor space. A significant advantage for the new owner is that the purchase price includes construction of the foundation and exterior shell by the Puamana Association. Once completed, the buyer can finish the interior from the studs in, choosing the materials, finishes, and furnishings that make the home their own. Spend your days enjoying Puamana's oceanfront pool, swimming, surfing, tennis, pickleball, or simply relaxing beneath the swaying palms. With three surf breaks, a seasonal sandy shoreline, and the beaches, golf courses, restaurants, and shopping of Kaanapali and Kapalua nearby, this is an opportunity to enjoy the best of West Maui. Puamana's residential resort zoning also provides potential flexibility for personal use or rental opportunities.

23 Pualei Dr Unit 23-2, Lahaina

Listing courtesy of Mark A Marchello Inc.

81 Iliahi Way Unit A, Lahaina
$6,395,000
5 Beds ⋅ 5 Baths ⋅ 411069 MLS ⋅ Fee Simple Tenure
Located nearly 1,000 feet above the Pacific at the top of tranquil Launiupoko, 81 Iliahi is a West Maui landmark that has been thoroughly cared for and updated in recent years. This secluded 35.7-acre estate delivers a rare combination of scale, privacy, and 180-degree ocean views, with Lanai and Molokai stretching across the horizon. The four-bedroom main residence and separate cabana bedroom offer 4,670 sq. ft. of living space and five bathrooms. Warm wood finishes, natural stone, and wide openings frame the landscape, while generous covered lanais open to the gardens, infinity-edge pool, and hot tub. Living spaces face the ocean, sunsets, and the outer islands, and the elevation creates a gentle, cooler microclimate. The estate has been refreshed inside and out. Big-ticket items include a new standing seam metal roof on every building, fresh exterior paint on the house, cabana, and garage, and new glass and screens in every sliding door. Comfort upgrades include new A/C in the main living area, cabana, and office, new laminate flooring in three bedrooms, and replaced patio ceiling fans. The water systems have been extensively renewed, with new potable and agricultural tank liners, new pumps and motors, and upgraded irrigation controls. A monitored security system, remote cameras, and Wi-Fi gate controls can all be managed by voice or phone. The pool has a passive solar heater, new filter, and low-voltage landscape lighting, and the fruit orchard has been freshly cleared and mulched. The pool cabana, with a wet bar, beverage fridge, separate bathroom, and outdoor shower, adds convenience and flexibility to this one-of-a-kind estate. Launiupoko Beach Park and West Maui’s shops, dining, and amenities are just minutes away. 81 Iliahi is one of Maui’s most distinctive hillside estates: private, well-maintained, and defined by its views. The property features a detached second structure reflected in County records as approximately 444 square feet with 0 bedrooms and 1 bathroom. This listing is a Residential CPR.

81 Iliahi Way Unit A, Lahaina

Listing courtesy of Welcome Hawaii Properties.

138 Awaiku St, Lahaina
$4,249,000
6 Beds ⋅ 6 Baths ⋅ 411038 MLS ⋅ Fee Simple Tenure
BALI IN MAUI! If tropical island living with Balinesian influence is what you crave, WAIT NO MORE! The estate located at 138 Awaiku Street consists of a single-level main home (6-bedroom, 6-bathroom) and ohana (2-bedroom, 2-bathroom) spread across 2 acres. You are surrounded by breath-taking ocean, islands and West Maui mountain views! Built with a Balinesian vision, the influence is felt throughout décor & layout (i.e. communal great room, intimate/private bedrooms retreats, pod-like segmentation of living areas, vaulted ceiling, furnishings, large picture windows/door, substantive balinesian doors, transition-bridge-walk ways). The property has been enjoyed and managed as licensed Bed & Breakfast estate (tax classification is currently 10- COMMERCIALIZED RESIDENTIAL). The B&B LICENSE IS NOT TRANSFERABLE. The Ohana is the perfect extended living area for family, friends or on-site care-taker. Sold furnished with exceptions. The compound at 138 Awaiku Street (Lot 22-B) is part of the Mahanalua Nui Subdivision within the agricultural zoned community of Launiupoko. This parcel has not been CPR’ed. Conveniently located in the heart of Launiupoko neighborhood, YOU are within walking distance of the Launiupoko walking trails, West Maui Mountains and the Launiupoko beach park. Information may not correspond to public records. Buyer(s)/Buyer(s)' Agent to confirm all information. One Seller has an in-active Hawaii real estate license that comes inactive on 10/26/26. Your Time Is Now.

138 Awaiku St, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

1403 Front St Unit 408, Lahaina
$699,000
1 Beds ⋅ 1 Baths ⋅ 410917 MLS ⋅ Fee Simple Tenure ⋅ Lahaina Roads BLDG.
Welcome to Unit #408 at Lahaina Roads, a rare oceanfront retreat nestled along the shoreline just minutes from the historic heart of Lahaina Town. This fee-simple 1-bedroom, 1-bath condominium offers a front-row seat to one of the most breathtaking views on Maui — where year-round sunsets, breaching humpbacks in the winter, and the gentle rhythm of the waves create a peaceful getaway that feels worlds away. Located on the fourth floor of this intimate, low-rise complex, Unit #408 offers the ideal balance of comfort and island charm. Inside, you'll find a spacious living area filled with natural light, cooled by ocean breezes, and framed by floor-to-ceiling sliding glass doors that open directly onto your private lanai. Whether you're sipping morning coffee or unwinding at sunset, the unobstructed ocean view is truly spectacular. The unit features a well-equipped kitchen, generous bedroom, and ample storage, making it perfect for full-time living, a second home, or an income-generating vacation rental. Lahaina Roads is one of the few truly oceanfront condominium communities in West Maui. Residents enjoy an oceanfront swimming pool, BBQ area, covered parking, and elevator access — all within a relaxed, boutique-style setting that feels like old Hawaii. While Lahaina Roads itself was spared from the worst of the August 2023 wildfires, many of the surrounding homes and neighborhoods were not as fortunate. In the aftermath, Lahaina Roads has undergone thoughtful upgrades and improvements, reinforcing its resilience and long-term value. As Lahaina moves forward on its path of healing and renewal, this oceanfront community offers a tranquil retreat with sweeping ocean views and a deepened sense of connection — all while providing convenient access to the natural beauty and outdoor experiences that make West Maui so special. If you're looking for a true oceanfront escape with timeless views and the sound of the sea at your doorstep, Lahaina Roads #408 delivers the Maui lifestyle you've been dreaming of. Bonus: The seller may consider seller financing, making this an even more attractive opportunity for the right buyer.

1403 Front St Unit 408, Lahaina

Listing courtesy of Hawaii Life (W).

1233 Limahana Cir Unit B202, Lahaina
$695,000
2 Beds ⋅ 2 Baths ⋅ 410759 MLS ⋅ Fee Simple Tenure ⋅ Opukea At Lahaina BLDG.
Discover the Maui lifestyle at Opukea B202, a beautifully furnished second-floor residence offering ocean views toward Mala Pier. This spacious 1,269-square-foot home features 2 bedrooms, 2 bathrooms and an inviting open living area, plus a 125-square-foot covered lanai for morning coffee, fresh island air and memorable West Maui sunsets. Thoughtfully decorated and ready to enjoy, B202 includes remotely monitored central air conditioning and security, along with one covered and one uncovered parking space. The residence itself was not affected by the Lahaina fire. Peaceful mornings, snorkeling and relaxing afternoons along the shoreline are moments away at Baby Beach. Kaanapali, Napili and Kapalua beaches, championship golf, tennis, pickleball, hiking, restaurants, shopping, groceries and everyday conveniences are also nearby. As Front Street reopens and Lahaina’s beloved businesses, gathering places and traditions return, Opukea offers an opportunity to enjoy West Maui today while being part of this extraordinary community’s next chapter. Opukea is a pet-friendly, fee-simple community with elevator access, barbecue areas, a pool, and recreation amenities undergoing restoration. Offered furnished, B202 combines generous living space, ocean views, private outdoor living and an exceptional West Maui location. Come home to warm trade winds, brilliant sunsets and a life shaped by the ocean. Come home to Opukea B202.

1233 Limahana Cir Unit B202, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

52 Iliahi Way Unit B, Lahaina
$3,425,000
2 Beds ⋅ 3 Baths ⋅ 410608 MLS ⋅ Fee Simple Tenure
Some properties are designed simply as a place to live. Others are designed for the way you want to live. Set on approximately 1.59 acres in Launiupoko, this unique CPR Unit B offers a rare opportunity to create a true family gathering place on Maui, a property where family and friends can come together, spread out, and make memories for years to come. At the heart of the property is a beautifully finished two-bedroom, two-and-a-half-bath cottage surrounded by mature tropical landscaping and expansive outdoor living areas. An oversized covered lanai with a built-in outdoor kitchen opens directly to the pool and spa, creating a natural gathering place for family dinners, birthdays, holidays, and long afternoons spent together. The resort-style pool is made for everyone to enjoy, complete with a waterfall, fun waterslide, solar heating, and an adjoining hot tub. While the kids may never want to leave the slide, there are plenty of places for everyone else to relax and take in the ocean and Lanai views. What truly sets this property apart are three additional pool house structures, each offering its own bathroom with a sink and toilet, along with outdoor showers. These versatile spaces provide an incredible amount of flexibility for visiting family, hobbies, a home office, or simply giving everyone their own space while still being together on one property. County records reflect approximately 1,641 square feet of interior area. The grounds are equally special, with private lawn areas, mature landscaping, and established avocado, mango, citrus, and other tropical plantings throughout the property. A gated entrance adds privacy and completes the feeling of having your own Launiupoko retreat. Located just above Launiupoko Beach Park, the neighborhood offers walking and hiking trails, open space, and easy access to one of West Maui’s favorite beaches and surf spots, while Kaanapali is only a short drive away. This isn’t just a home for today. It’s the kind of property where kids learn to swim, family gathers around the table after a day at the beach, and Maui memories are passed from one generation to the next. A truly unique opportunity to own an Ohana lot in one of Launiupoko’s most sought-after settings.

52 Iliahi Way Unit B, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

110 Awaiku St, Lahaina
$2,999,000
3 Beds ⋅ 3 Baths ⋅ 410603 MLS ⋅ Fee Simple Tenure
New Price Adjustment!!! Come see this amazing home that is private, peaceful, and perfectly positioned. This beautifully appointed home in midst of 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 Launiupoko Beach Park, walking trails, and minutes from the shops and restaurants. 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 , sandstone entry way 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. One of the listing agents is the seller of the property.

110 Awaiku St, Lahaina

Listing courtesy of Compass.

475 Front St Unit 610, Lahaina
$485,000
1 Baths ⋅ 410558 MLS ⋅ Fee Simple Tenure ⋅ Lahaina Shores BLDG.
Welcome to the romance of Lahaina Shores, where the promise of a new beginning meets one of Maui’s enduring oceanfront landmarks, a graceful reminder that the spirit of Lahaina lives on. Set on the sixth and top floor, this beautifully renovated, mountain-facing studio feels wonderfully spacious with extra-high ceilings and peaceful mountain views. Thoughtfully designed for comfortable island living, this suite offers a full kitchen, bath with generously sized shower, inviting sitting area w/bar seating, glass dining table with chairs, and comfortable sleeping space and comfy sitting chairs. Offered fully furnished for an easy Maui lifestyle, whether as a personal getaway, full-time residence, or vacation rental opportunity. View the 3D tour below the photo area. Upon arrival, the gracious lobby and spacious lounge areas create an immediate sense of welcome. Outside, expansive green lawns and tropical plantings lead to the oceanfront pool and spa, barbecue area, generous lanai with tables and seating, accessible pool lift, and a private gate opening directly to the beach. Nearby restaurants, grocery and health-food shopping make everyday life remarkably easy, yet Lahaina Shores feels like a tropical world all its own—close to everything, yet surrounded by swaying palms, ocean air and welcoming resort amenities.

475 Front St Unit 610, Lahaina

Listing courtesy of Maui Luxury Real Estate LLC.

1403 Front St Unit 404, Lahaina
$560,000
1 Beds ⋅ 1 Baths ⋅ 410427 MLS ⋅ Fee Simple Tenure ⋅ Lahaina Roads BLDG.
Lahaina Roads 404 is a one-bedroom, one-bath oceanfront condominium in Lahaina. Unmatched views from the oceanfront lanai. Lahaina Roads is close to shopping, a wide variety of restaurants, snorkeling spots, world-class golf courses, walking trails, and beautiful beaches. The unit is owner occupied. Due to various circumstances the unit does not show well. Have your Realtor call the listing agent for further details.

1403 Front St Unit 404, Lahaina

Listing courtesy of Platinum Properties Hawaii,LLC.

15 Puakukui Pl Unit 15-1, Lahaina
$749,000
1 Beds ⋅ 2 Baths ⋅ 410394 MLS ⋅ Fee Simple Tenure ⋅ Puamana BLDG.
Puamana - one of West Maui's most beloved gated oceanfront communities - welcomes its next chapter at 15-1 Puakukui Place - some of these visuals are artist's renderings. With permits in process and construction slated to begin early 2027, this is your chance to secure a brand new home in one of Maui's most special neighborhood at an entry level price. This single-level, end unit sits on the mauka side of Puamana - one bedroom, two bathrooms, plus a carport - with a more straightforward permitting path than oceanside units. Exteriors rebuilt from the load bearing walls out with new windows, roofing, 9-foot ceilings and solar options with plumbing and electrical connections. Once the shell is delivered, the interior is entirely yours to design and finish to your own specification and cost. Building 15 was lost in the August 8, 2023 fires and is being reborn better than ever. Puamana itself is moving forward. The renovated oceanfront pool is open and welcoming whale, surf and sunset lovers. Our beloved clubhouse is being rebuilt. Thirty acres of tropical grounds, three pools, a seasonal sandy beach and the Puamana spirit remain alive. Please note: neither the brokerage nor listing agent solicited this listing. The seller reached out directly, making this a genuine opportunity for a buyer ready to plant roots in this iconic community. Pets welcome!

15 Puakukui Pl Unit 15-1, Lahaina

Listing courtesy of Hawaii Life (L).

5 Puakukui Pl Unit 5-2, Lahaina
$1,234,567
2 Beds ⋅ 2 Baths ⋅ 410264 MLS ⋅ Fee Simple Tenure ⋅ Puamana BLDG.
Build your dream home in Puamana, one of West Maui's most desirable oceanfront communities. Just a short stroll from the beach, multiple surf breaks, and Puamana's beautifully renovated oceanfront pool, this is a rare opportunity to create a home tailored to your lifestyle. The Association anticipates County permit approvals shortly, with construction projected to begin early next year. Following completion of the foundation and exterior shell, the buyer will complete the interior from the studs in, providing the freedom to select finishes, fixtures, and design details that reflect their personal style. A respected Puamana contractor estimates the interior build-out at approximately $300 per square foot, plus furnishings. The current plans feature a thoughtfully designed two-bedroom, two-bath residence with an open-concept living area, seamless indoor-outdoor living, and a spacious second-floor primary suite with its own private lanai. Beyond the home itself, Puamana offers an exceptional Maui lifestyle with two swimming pools, including an oceanfront pool, tennis and pickleball courts, a playground, three surf breaks, and acres of lush tropical landscaping along a seasonal sandy shoreline. Historic Lahaina is just minutes away, while the world-class golf courses, restaurants, shopping, and luxury resorts of Kaanapali and Kapalua are all within easy reach. Situated within Puamana's residential resort zoning, this property offers flexibility as a primary residence, second home, or potential rental income opportunity, subject to applicable laws and Association requirements.

5 Puakukui Pl Unit 5-2, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

475 Front St Unit 629, Lahaina
$699,000
1 Baths ⋅ 410109 MLS ⋅ Fee Simple Tenure ⋅ Lahaina Shores BLDG.
Lahaina Shores #629 presents a rare opportunity to own a beachfront, hotel-zoned studio allowing short-term rental in the heart of Lahaina. From the sixth floor, enjoy panoramic views of the Pacific Ocean, the island of Lanai, year-round sunsets, and seasonal whale watching from your private lanai. Beautifully updated and offered turnkey, the studio features a well-designed layout and an inviting tropical interior ready for personal use or continued vacation rental. As Lahaina's only beachfront hotel-zoned condominium resort, Lahaina Shores offers direct beach access, a beachfront pool and spa, BBQ areas, and a location just moments from Lahaina Harbor and the Banyan Tree. Maintenance fees include central air and electricity. Having recently undergone extensive improvements, Lahaina Shores has firmly re-established itself as one of West Maui’s most unique beachfront offerings. As Lahaina continues its remarkable renewal, this property is well positioned for the town's next chapter. For investors with a long-term perspective, this is your chance to own in one of Maui's most recognizable destinations as visitors from around the world return to experience everything that has made Lahaina special for generations. One of the Sellers has an active Hawaii Real Estate license.

475 Front St Unit 629, Lahaina

Listing courtesy of Hawaii Life (L).

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