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5 Hawaii Luxury Residences with Captivating Views and Island Elegance

By edson alejandro

1 min read

Imagine waking to the sound of crashing waves, with the Pacific Ocean as your backyard. Across Maui, Lanai, and O’ahu, five exceptional properties embody the essence of Hawaiian oceanfront living. From sustainable, off-grid designs in Haiku to exclusive retreats near Sweetheart Rock, each home blends luxury with nature. High ceilings, local koa wood, and seamless indoor-outdoor spaces connect you to the islands’ heritage and beauty. Whether on the North Shore’s surfing mecca or a private island escape, these residences offer unparalleled privacy and a deep bond with the sea.

454 Hoolawa Road | $5,900,000

402969 1
454 Hoolawa Road, Haiku, HI 96708
Compass logo
LISTING AGENT:
Listing agents: Jessica Baker & Christopher Barca

Rising above the captivating oceanfront of Maui’s North Shore, this architectural gem redefines urban sophistication with its seamless integration of sustainable design and timeless elegance. A striking composition of cantilevered rectangular structures, the detached home and office spaces are thoughtfully oriented to frame mesmerizing makai and mauka views. Expansive 38-foot glass walls flood the minimalist interiors with natural light, while 9-foot sliding shoji doors crafted from exquisite Hawaiian koa wood create versatile, multi-functional spaces. Custom, heirloom-quality woodwork adds warmth as functional art, complemented by durable wood-stamped concrete flooring and a lava rock outdoor shower that epitomizes indoor-outdoor Haiku living. Off-grid innovation shines with a cutting-edge photovoltaic system, catchment water with reverse osmosis UV filtration, and high-speed fiber optic internet. This residence offers a rare harmony of eco-conscious living and modern luxury along the waterfront.

Size: 2.00 acres

Price:
$5,900,000
Contact:
Jessica Baker & Christopher Barca, Compass, 808.250.0840 , 808.269.1053

Rare Oceanview End Unit | $5,600,000

202506279 1
57 Polihua Pl #12-D, Lanai City, HI 96763
kimmybrooke
LISTING AGENT:
Kimmy Brooke

Perched atop an elevated haven on Hawaii’s most secluded and private island, this exquisite end-unit residence offers a rare slice of paradise. Spanning two stories, the 3-bedroom, 3.5-bath home boasts a 2-car garage and a lush tropical courtyard, ensuring both privacy and ample space. Soaring ceilings invite natural light and scenic beauty indoors, while the gourmet kitchen features a Sub-Zero refrigerator, Thermador double ovens, and a Viking outdoor BBQ. Positioned on the 9th fairway, the property affords sweeping ocean views, including the iconic Sweetheart Rock, with whale and dolphin sightings from the bedroom balcony or expansive lanai. Sunrise graces nearly every room, and an outdoor shower elevates daily rituals. A short walk or golf cart ride brings you to the Four Seasons Hotel and Hulopoe Beach, a marine sanctuary renowned for snorkeling. Island Club membership, available separately, unlocks exclusive access to world-class amenities at two Four Seasons Resorts.

Price:
$5,600,000
Size:
3,385 sq ft
Contact:
Kimmy Brooke, Berkshire Hathaway HmSvc HI RE, 808.295.4046

59-535 Ke Iki Rd A | $4,700,000

202506461 1
59-535 Ke Iki Rd A, Haleiwa, HI 96712
ginamoverton
LISTING AGENT:
Gina M Overton

Set against the breathtaking backdrop of O’ahu’s North Shore, this custom-built waterfront residence graces the pristine white sands of Ke Iki Beach along the famed 7-mile miracle. Designed with a reverse floor plan, the second level showcases expansive living, kitchen, and dining spaces, alongside an office and a generous covered lanai, all crafted to frame mesmerizing ocean views and embrace cooling trade winds. Downstairs, three bedrooms, two full baths, and a bonus suite with a private entrance and bath offer comfort and flexibility, with direct beach access just steps away. Modern touches like tinted windows, split AC units, and 20 photovoltaic panels blend seamlessly with lush, landscaped grounds featuring fruit trees, fragrant blooms, and an outdoor hot shower. Seasonal adventures await, from world-class surfing and snorkeling to witnessing humpback whales and vibrant sunsets, all in a serene location near Haleiwa Town and Waimea Falls Park.

Price:
$4,700,000
Size:
2,145 sq ft
Contact:
Gina M Overton, Compass, 808.226.1729

Serene 27-Acre Estate With Ocean & Mountain Views | $4,500,000

402190 1
654 Kaupakalua Road, Haiku, HI 96768
annebarber
LISTING AGENT:
Anne Barber

Rising above the lush landscapes of Maui’s North Shore, this exceptional 27-acre estate in Haiku offers breathtaking ocean and mountain views across three continuous lots. A gated sanctuary of privacy and tranquility, the property presents endless possibilities for crafting a dream retreat. Imagine building a custom residence, cultivating organic crops or livestock, establishing a stunning equestrian estate on the flat, cleared upper acres, or exploring subdivision potential. The diverse terrain, from panoramic flat expanses to varied landscapes, invites creative development. At its heart stands a charming 2-bedroom, 1-bath custom home with a reverse floor plan, designed to capture nature’s beauty. Rich Brazilian cherry wood floors grace the upstairs living area, while two expansive covered lanais—one on each level—offer perfect spaces to savor Maui’s outdoor allure. This rare Haiku gem blends natural splendor with boundless opportunity.

Price:
$4,500,000
Size:
998 sq ft
Contact:
Anne Barber, Maui International Real Estate Services Inc., 808.870.3481

Uakoko Place Stunning Country Living | $1,999,000

202421035 1
50 Uakoko Pl, Haiku, HI 96708
ginaduncan
LISTING AGENT:
Gina Duncan

Perched on an elevated expanse across from Giggle Hill Park in Haiku, this gated 2+ acre estate seamlessly merges rural allure with contemporary living. The flat, fertile land, adorned with exotic palms and a bounty of fruit trees—tangerine, orange, lemon, lime, mango, and grapefruit—invites the vision of a hobby farm, with ample space for horses or goats. A sprawling lanai unveils breathtaking vistas of Giggle Hill, the ocean, and the West Maui mountains, perfect for quiet evenings. Inside, the upper level boasts a grand great room with rich wood floors, a granite-tiled kitchen equipped for gas cooking, and generous dining and living spaces. Three upstairs bedrooms include a primary suite with panoramic views, a walk-in closet, and a spacious shower, while a fourth downstairs bedroom offers versatility. Additional features like a garage with workbench, laundry room, and agricultural shed enhance the property’s rural charm and potential.

Price:
$1,999,000
Size:
2,352 sq ft
Contact:
Gina Duncan, Fine Island Properties, LLC, 808.250.9858