Waikiki Beach Real Estate Search

Waikiki Beach 5 Bedroom Properties for Sale

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Newest Waikiki Beach 5 Bedroom Properties for Sale

948 Kai Hele Ku St Unit Unit A, Lahaina
$6,300,000
5 Beds ⋅ 6 Baths ⋅ 409968 MLS ⋅ Fee Simple Tenure
Set on over 2 acres in Launiupoko, one of West Maui's most prestigious hillside communities, this stunning single-story estate offers 5 bedrooms (4 bedrooms + 1 bedroom pool cabana), 5.5 bathrooms, and 4,291 square feet of refined Hawaiian contemporary living. Perched on a breathtaking West Maui hillside in prestigious Launiupoko, this luxury residence boasts some of the most dramatic sunset and outer island views on the island, a resort-style pool and spa, and the kind of indoor-outdoor flow that makes every day feel like a vacation.  Arriving through a grand hardwood entry door framed by lush tropical landscaping, the foyer sets a tone of relaxed sophistication, with clean lines, Imperial plaster walls, and wide-plank Pasha Wood Lite tile underfoot. The great room opens dramatically, with walls of glass pocket doors that retract fully to merge the interior living space with the covered lanai beyond. Ocean views pour in from every angle. The seamless indoor-outdoor flow is not an afterthought here; it is the central design ethos. The gourmet kitchen is a showpiece in its own right. Custom cabinetry pairs with granite countertops and a generous center island with bar seating. A stainless range with a statement hood anchors the space, while pendant lighting and a picture window framing the Pacific and the silhouette of Lanai on the horizon make this a kitchen where cooking becomes an event. The open dining area flows naturally off the kitchen, ideal for entertaining at any scale. The primary suite is a sanctuary. Sliding glass doors open directly onto the pool deck, and ocean views greet you from bed each morning. Rich oak millwork, ceiling fans, and thoughtful finishes are found throughout all four bedrooms. Step outside and the property reveals its full ambition. A resort-style lap pool stretches across the rear of the home, glowing blue against the warm Maui sky at dusk. An elevated spa sits alongside, with travertine decking, manicured tropical lawn, and swaying palms completing the scene. The private pool cabana adds a layer of luxury rarely found at this price point, offering a full bath and outdoor shower for seamless poolside living.  A built-in outdoor kitchen and covered lanai dining area make alfresco entertaining effortless, with front-row sunset views over the ocean and the outer islands of Lanai and Molokai as the backdrop. Owned photovoltaic solar, solar water heating, central air, and a 3-car garage round out an estate that performs as beautifully as it looks. This is Launiupoko living at its absolute finest! This listing is a Residential CPR.

948 Kai Hele Ku St Unit Unit A, Lahaina

Listing courtesy of Welcome Hawaii Properties.

405 Palapalae Pl, Kaunakakai
$650,000
5 Beds ⋅ 3 Baths ⋅ 409947 MLS ⋅ Fee Simple Tenure
Charming cul-de-sac retreat with ocean and mountain views! Nestled at the quiet end of a cul-de-sac, this spacious 5-bedroom, 3-bathroom, 1,600-square-foot home offers the perfect blend of functionality and relaxed island living. Originally built with a cozy footprint, the home underwent a significant professionally built extension in 2011, thoughtfully adding 3 bedrooms and 2 bathrooms to effortlessly accommodate a growing household, guests, or a dedicated home office setup. Enjoy stunning panoramic views of the mountains and ocean from the expansive front and back lanai spaces, which are ideal for morning coffee, evening sunsets, or breezy outdoor entertaining. Inside, the bright, open-concept main living area seamlessly transitions into a large kitchen featuring expansive countertops, a built-in pantry, and dual skylights that flood the space with beautiful natural light. Stay cool year-round with efficient split-system air conditioning units and multiple ceiling fans positioned throughout the home. Low-maintenance living is a breeze here, thanks to durable ceramic tile flooring that spans the entire interior. The impressive indoor-outdoor flow continues outside with a charming wood-plank front deck and a fully tiled back lanai complete with extra utility storage closets. Boasting great curb appeal, the exterior features a wide driveway with a spacious covered carport and a beautifully terraced, low-maintenance yard accented by a classic volcanic rock retaining wall. Full of potential and ready for its next chapter, this unique property is a must-see!

405 Palapalae Pl, Kaunakakai

Listing courtesy of Molokai Realty LLC.

2609 Kahekili Hwy, Wailuku
$1,395,000
5 Beds ⋅ 4 Baths ⋅ 409651 MLS ⋅ Fee Simple Tenure
Also listed as Single Family with Detached Ohana or Cottage - MLS 407568 - Situated on nearly one acre, the 3-bedroom, 3-bath main home and detached 2-bedroom, 1-bath cottage enjoy sweeping ocean views, sunrise and moonrise vistas, and the tranquility of indoor/outdoor living from the expansive wraparound covered lanai — the ideal spot to watch whales breach and ships sail by. Set against a lush backdrop of tropical landscaping, yet just a short drive from town, this beautifully renovated property offers the perfect blend of island luxury, comfort, and versatility. The main residence was thoughtfully renovated in 2018, showcasing vaulted open-beam ceilings, upgraded lighting fixtures, Australian eucalyptus wood and travertine flooring, and abundant windows that bathe the interiors in natural light. The gourmet kitchen is a chef’s dream, featuring granite countertops, soft-close cherry wood cabinetry, and top-of-the-line Viking stainless steel appliances, including a custom panel side-by-side refrigerator, gas stove with hood, built-in microwave, convection oven, and a separate pantry. The spa-inspired bathrooms offer marble countertops, river rock and mosaic tile shower floors, and a soaking tub in the primary suite — perfect for unwinding after a day in paradise. Additional upgrades include a new roof, windows, and doors (2018), and updated electrical and plumbing systems and interior and exterior paint (2020). Downstairs, a bonus finished basement adds versatility with a full bath, wet bar, and concrete-stained flooring— ideal as a media room, game room or home office. The main home has hot water on demand from its propane tankless water heater. The detached cottage, renovated in 2022, features 2 bedrooms, 1 bath, a 1-car carport, vinyl plank flooring, updated kitchen cabinets, countertops, and appliances. Thoughtfully positioned to allow for privacy, it’s a perfect income opportunity, guest space, or multigenerational living option. The property has two county water meters and two electric meters. Don’t miss the chance to own this unique island retreat — a rare opportunity to enjoy serene tropical living with modern upgrades, flexible living spaces, and unforgettable ocean views.

2609 Kahekili Hwy, Wailuku

Listing courtesy of Carol Ball & Assocs.

4000 Wailea Alanui Dr Unit 802 & 804, Kihei
$8,740,000
5 Beds ⋅ 6 Baths ⋅ 409447 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views from four ocean-view lanais or from inside the expansive great room, enhanced by the upgraded, dual-mitered glass bay “aquarium” windows that dramatically enhance the vistas and whale watching (in season). This turnkey purchase—fully furnished, legacy property, created by thoughtfully combining two elegant units—lives like a luxurious single-family home, while retaining lock-and-leave condominium convenience. It includes elegant designer furniture, all kitchen appliances (including 2 frigs, 2 dishwashers, 3 wine frigs), china, linens and more. The residence offers soaring ceilings, 4-zone central air conditioning, a terrific owner’s home office/den, privately located adjacent to the primary bedroom with ocean views, and a separate and large double garage, with built-in storage and two of the wine frigs. Seamless indoor-outdoor living is complemented by the four spacious lanais that open directly onto lush, manicured gardens and the oceanfront setting. Meticulously maintained, this home represents exceptional value as the best price per square foot in Wailea Point (less than $1,780 per gross interior sq ft) and a unique opportunity to own or create your own personal, multi-generational retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium. The development offers very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbecue areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Located next to the Four Seasons and Fairmont Kea Lani Hotels; and within 100 yards of the famous and long Wailea Beach shorefront walkway; great for early morning or sunset walks. There are two magnificent, ocean beaches adjacent to Wailea Point. Shopping, fine restaurants, outstanding golf courses and graceful streets all surround the acclaimed development. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 802 & 804, Kihei

Listing courtesy of Wailea Point Realty, Inc..

8 Kapalua Pl, Lahaina
$12,900,000
5 Beds ⋅ 8 Baths ⋅ 409428 MLS ⋅ Fee Simple Tenure
Nestled withing the prestigious enclave to Kapalua Place, this extraordinary oceanview estate on over 1 landscaped acre offers an unparalleled blend of luxury, privacy, and island elegance. Encompassing over 10,000 square feet of living space, the magnificent five bedroom, 7.5 bath residence is designed to capture the essence of refined Hawaiian living. Thoughtfully crafted with an expansive open floor plan, the home flows seamlessly from grand interior living spaces to breathtaking outdoor spaces perfect for effortless entertaining and relaxed island living. Walls of glass frame panoramic ocean vistas while inviting natural light and gentle trade winds throughout the residence. The open chef's kitchen with gorgeous granite countertops anchors the main living area and opens to generous living and dining areas for hosting both intimate dinners and large celebrations. Each of the 5 bedroom suites offers exceptional comfort and privacy creating a serene retreat for family and guests alike. Complete with an elevator. The resort style outdoor living spaces create a tropical sanctuary designed for both relaxation and entertaining. At the heart of the grounds is a spectacular swimming pool accented by a cascading waterfall evoking the ambiance of a five star luxury living in the Kapalua resort. There is a separate private spa. Set within Maui's most coveted enclaves, this remarkable property provides both exclusivity and proximity to the world-class amenities of Kapalua, including championship golf, pristine beaches, fine dining, and luxury resort experiences. A rare offering where timeless architecture, breathtaking ocean views, famous sunsets and the west maui mountains frame the views and the spirit of aloha come together in perfect harmony. Private gated enterance to the white sand beach at Oneloa Bay with views up the coastline to Honolua Bay.

8 Kapalua Pl, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

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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.

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