Oahu Luxury Rentals

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$4250/nt (avg.)
Location: Kahala
Bedrooms: 7 - KQQQDDKK (sleeps 14)
Gated beachfront mini resort in Kahala with 2 swimming pools, Jacuzzi, private tennis court, A/C. Main house has 5 bedrooms, while cottage has two bedrooms. Sleeps 12-14.
$1900/nt (avg.)
Location: Kailua
Bedrooms: 5 - KKKQQQQ (sleeps 14)
5 (191 reviews)
5-bedroom oceanfront home on Kailua Beach, voted "Best Beach in the United States." Large outdoor deck, fully equipped kitchen, and water sports equipment provided. Access to Hale Kai Surf and Racquet Club.
Location: Haleiwa
Bedrooms: 4 - QTTK (sleeps 8)
4.9 (224 reviews)
Beachfront 4BR/3BA house on Oahu's Sunset Beach with private volleyball court, hot tub, 2 BBQs, AC in each bedroom, and ocean views. Sleeps 8.
$1695/nt (avg.)
Location: Waikiki Shore, Waikiki
Bedrooms: 3 - KX (sleeps 8)
4.9 (172 reviews)
Waikiki beachfront condo with breathtaking views, floor-to-ceiling infinity doors, and direct beach access. Professionally staffed with 24-hour desk and houseman services. Fully equipped kitchen, separate master bedroom, and outdoor lanai for dining.
$1200/nt (avg.)
Location: Ko Olina Beach Villas, Kapolei
Bedrooms: 3 - (sleeps 8)
5 (92 reviews)
Hale Koi is a 3br/3ba villa on the 3rd floor of the Ocean Tower with ocean and lagoon views. It has 1650 sq ft of living space plus 262 sq ft of lanai. The property is located on a beachfront resort with beach access, golf course, and restaurants.
$1372/nt (avg.)
Location: Honolulu
Bedrooms: 4 - KKKKQQ (sleeps 14)
4.6 (243 reviews)
South Shore 35 is a spacious beachfront house with 4 bedrooms, 4 bathrooms, stunning ocean views, a beachfront jacuzzi, and a large lanai. It sleeps up to 15 guests and has amenities such as central air conditioning, ultra high-speed Wi-Fi, and televisions in every bedroom.
$1364/nt (avg.)
Location: Waimanalo Beach
Bedrooms: 4 - KQTQ (sleeps 9)
4.9 (96 reviews)
Beachfront 4BR/3BA Hawaiian-style house with ocean views, private beach access, modern kitchen, bamboo & koa floors, jacuzzi tub, HDTVs, & BBQ pit. Sleeps 8. No rocks or coral in the water. Magnificent views of pali cliffs & sunrise over the ocean.
$1650/nt (avg.)
Location: Kailua
Bedrooms: 4 - KKQQX (sleeps 10)
4.8 (113 reviews)
Island living at its finest, this casual Kailua beachfront home is located on the Windward side of Oahu, 30 minutes from Honolulu and approximately 1 mile from the center of Kailua Town. Enjoy spectacular sunrises over Kailua Bay, the scenic Ko'olau Mountain Range.
$1420/nt (avg.)
Location: Ocean Villas at Turtle Bay, Turtle Bay
Bedrooms: 4 - KQQKXX (sleeps 12)
5 (60 reviews)
Ocean Villa on Turtle Bay Resort, free parking & no resort fees. 2 serene lanais, ocean views, beach & hiking access. 55" smart TV, free Wi-Fi, A/C.
Location: Ocean Villas at Turtle Bay, Turtle Bay
Bedrooms: 3 - XXKQQ (sleeps 8)
4.9 (81 reviews)
Beachfront 3BR villa at Turtle Bay Resort with ocean views, lanai, pool, community BBQs, 55" Smart TV, high-end mattresses, and beach gear. Amenities for a fee.
Location: Ocean Villas at Turtle Bay, Turtle Bay
Bedrooms: 3 - XXKQQ (sleeps 8)
4.9 (80 reviews)
Beachfront villa at Turtle Bay Resort with ocean views, beach access, and a large lanai. Includes free parking, Wi-Fi, and access to hiking trails.
$1287/nt (avg.)
Location: Ko Olina Beach Villas, Kapolei
Bedrooms: 3 - (sleeps 8)
4.9 (73 reviews)
8th floor beach villa with 180-degree ocean & mountain views in Ko Olina Resorts. Deluxe amenities, lap pool, lagoon pools, fitness center & beach bar.
$2200/nt (avg.)
Location: Laie
Bedrooms: 3 - KKKTT (sleeps 8)
5 (49 reviews)
Beachfront 3BR/4BA home on Oahu's North Shore. Lovely views of the Pacific and nearby beach. Private paddle tennis courts, basketball court, and bike path. Outdoor showers. Perfect for families or romantic retreats. Close to Kahuku, Laie, and Turtle Bay Resort.
$2015/nt (avg.)
Location: Ala Moana Hotel, Waikiki
Bedrooms: 4 - KQQQQ (sleeps 10)
4.8 (80 reviews)
Luxurious 33rd-floor Presidential Suite next to Ala Moana mall. 4-bedroom suite with mountain/ocean views, two living rooms, full kitchen, washer/dryer. Enjoy city rhythms and sunsets. No daily maid or beach goods.
$1544/nt (avg.)
Location: Waikiki Shore, Waikiki
Bedrooms: 2 - KKTT (sleeps 6)
5 (39 reviews)
Direct beachfront unit at Waikiki Shore #700 offers panoramic ocean views, a luxurious renovation from 2021, and immediate beach access. Accommodates up to 6 guests with 2 bedrooms, 2 lanais, and premium amenities.
Location: Ocean Villas at Turtle Bay, Turtle Bay
Bedrooms: 3 - XXQQK (sleeps 8)
4.8 (70 reviews)
Oceanfront 3BR villa at Turtle Bay Resort, free use of Ocean Villas pool & jacuzzi, 12 miles of hiking & biking trails, beach volleyball, and luau shows. Serene lanai, beach locker, gourmet kitchen, and beach gear.
$1518/nt (avg.)
Location: Ilikai, Waikiki
Bedrooms: 2 - KKX (sleeps 6)
4.6 (110 reviews)
23rd flr corner unit at Ilikai Hotel, Waikiki. 2 king beds, sofa bed, balcony w/ ocean views. Close to harbor, Hilton Hawaiian Village, Fort DeRussy park. Access to hotel's pools, shops. Ideal for city exploration & relaxation. 30-night min stay.
$2588/nt (avg.)
Location: Kailua
Bedrooms: 6 - KKKKQQTXX (sleeps 12)
4.8 (56 reviews)
Palione Papalani is a spacious six-bedroom estate with three private entrances, multiple kitchens, and a pool. Steps away from Kailua Beach, the estate offers stunning views, hammocks, and an outdoor tiki bar.
Location: Kailua
Bedrooms: 5 - (sleeps 15)
5 (28 reviews)
Gorgeous 5bed/4.5bath oceanfront villa with contemporary beach house feel, gourmet kitchen, ocean views from every bedroom, hot tub, outdoor bar & bbq.
$2088/nt (avg.)
Location: Kailua
Bedrooms: 4 - KQQTTD (sleeps 8)
4.9 (30 reviews)
Hale Lanikai is a Hawaiian-style vacation home with stunning ocean and mountain views, located on a sandy beach. It has 4 bedrooms, a guest cottage, and a fabulous ocean deck.
$1841/nt (avg.)
Location: Honolulu
Bedrooms: 3 - KKQQ (sleeps 8)
4.8 (35 reviews)
Luxury oceanfront vacation rental with pool, AC, and stunning Diamond Head views. Fully stocked kitchen, en-suite bathrooms, and beach toys included.
Location: Ocean Villas at Turtle Bay, Turtle Bay
Bedrooms: 3 - XQQK (sleeps 8)
4.8 (30 reviews)
Beachfront 3-bed villa in a gated community at Turtle Bay Resort, Oahu. Ground level with ocean and pool views. Gourmet kitchen, laundry, A/C, free parking.
$1553/nt (avg.)
Location: Honolulu
Bedrooms: 5 - KKTQKKT (sleeps 16)
5 (16 reviews)
Moana Lani is a luxurious six-bedroom, six-bathroom oceanfront villa with stunning sunset views, private pool, media room, guest cottage, and fitness area.
$2488/nt (avg.)
Location: Kailua
Bedrooms: 4 - TQTQTKK (sleeps 10)
5 (15 reviews)
Hale Kai is a historic Hawaiian estate on 3 acres of oceanfront property with a private dock, pool, tennis court, and lush tropical gardens.
Location: Ocean Villas at Turtle Bay, Turtle Bay
Bedrooms: 4 - KKQQ (sleeps 10)
5 (13 reviews)
Luxurious 4-bedroom condo with ocean views and updated kitchen. Private lanai, on-site pool and grills, steps from the beach. Sleeps up to 10.
Location: Ocean Villas at Turtle Bay, Turtle Bay
Bedrooms: 4 - KQQTTTT (sleeps 10)
5 (12 reviews)
Luxury 4BR, 3BA ocean view condo in Oahu's North Shore. Largest unit in resort, private courtyard, heated pool, jacuzzi, beach access. Stylish interior, Brazilian Chestnut floors, equipped kitchen, dual master suites. Resort amenities, beach equipment. Ideal for families.
Location: Ocean Villas at Turtle Bay, Turtle Bay
Bedrooms: 4 - QQQK (sleeps 12)
5 (9 reviews)
Spacious 4-bedroom condo with 2 lanais, full kitchen, and pool access. Steps from the beach and Turtle Bay resort. High-end finishes and AC.
Location: Ocean Villas at Turtle Bay, Turtle Bay
Bedrooms: 4 - KQQXQX (sleeps 12)
5 (9 reviews)
Oceanfront villa at Turtle Bay Resort with stunning views, beach access, pool, BBQs, and free access to hiking and biking trails. 3 bedrooms, 2 lanais, gourmet kitchen, and complimentary amenities such as Wi-Fi, beach gear, and toiletries. Resort amenities available for a fee.
$4882/nt (avg.)
Location: Honolulu
Bedrooms: 8 - KXKQQXQQQQX (sleeps 16)
5 (6 reviews)
Royal Kahala Estate is a luxurious 7-bedroom, 8.5-bath beachfront vacation rental near Diamond Head. It features a pool, gym, game room, and stunning ocean views.
Location: Ocean Villas at Turtle Bay, Turtle Bay
Bedrooms: 4 - KQQQX (sleeps 12)
4.8 (7 reviews)
You have dramatic ocean views and can keep your doors and windows open all night with privacy in this third floor Ocean Villa at Turtle Bay! You have quick access to the ocean, pool, and BBQs by elevator or staircase.
$2086/nt (avg.)
Location: Ocean Villas at Turtle Bay, Turtle Bay
Bedrooms: 4 - KQQQX (sleeps 12)
4.4 (8 reviews)
From this Ocean Villa at Turtle Bay you have dramatic ocean views & can walk right out your living room sliding door to the beach, pool and BBQ’s!
Location: Kapolei
Bedrooms: 2 - KXQX (sleeps 8)
5 (1 reviews)
Ko Olina Beach Club is a spacious 2-bed/2-bath ocean-view villa that can accommodate 8 guests. It has a modern kitchen, private lanai, and in-suite washer/dryer. The resort has 4 swimming pools, a convenience store, and deli.
$4194/nt (avg.)
Location: Honolulu
Bedrooms: 6 - KKKKKQ (sleeps 12)
4.5 (4 reviews)
Maunalua Bay Estate is a luxury vacation rental with ocean views, infinity pool, and jacuzzi. It has 3 suites, indoor waterfall, and private ocean access. Located in the affluent Portlock neighborhood of Oahu, it's perfect for families seeking privacy and local experience.