Hand-picked Hawaii vacation rentals & condosEvery view checked
Search results (22)
$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.
$2765/nt (avg.)
Location: Kailua
Bedrooms: 5 - KKKQQQQ (sleeps 14)
5 (236 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 (266 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.
$2179/nt (avg.)
Location: Waimanalo Beach
Bedrooms: 4 - KQTQ (sleeps 8)
4.9 (131 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.
$1472/nt (avg.)
Location: Honolulu
Bedrooms: 4 - KKKKQQ (sleeps 10)
4.6 (287 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.
Location: Kailua
Bedrooms: 4 - QQQQ (sleeps 6)
5 (85 reviews)
The Pink House is a Hawaiian-style beach house with ocean views, 100 yards from Kailua Beach. It has 3 bedrooms, 2 baths, a large backyard, and a lanai. Amenities include WiFi, cable tv, washer/dryer, and outdoor shower.
$1963/nt (avg.)
Location: Kailua
Bedrooms: 4 - KKQQX (sleeps 10)
4.8 (144 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.
$2127/nt (avg.)
Location: Kailua
Bedrooms: 6 - (sleeps 14)
5 (64 reviews)
Spectacular beachfront Kailua retreat with a renovated 4-bedroom main home and private 1-bedroom cottage, floor-to-ceiling ocean views, a chef’s kitchen, and breezy indoor-outdoor dining.
$2948/nt (avg.)
Location: Kailua
Bedrooms: 5 - (sleeps 12)
4.8 (45 reviews)
Remodeled Kailua beachfront estate on nearly an acre with prime wide-sand frontage. Two homes sleep 8-12, with AC, modern kitchens, sun decks, and a vast oceanfront lawn. Walk to Kailua Town and water-sport rentals.
$995/nt (avg.)
Location: Honolulu
Bedrooms: 5 - KKQQDTX (sleeps 10)
4.9 (28 reviews)
Luxurious 5BR, 4BA estate near Diamond Head. Features pool, garden, game room, spacious kitchen, and outdoor dining. Minutes from beaches and Waikiki. Perfect for a tropical getaway for up to 10 guests.
$901/nt (avg.)
Location: Honolulu
Bedrooms: 6 - QTQQKF (sleeps 10)
5 (20 reviews)
Ohana Paradise is a luxurious 6-bedroom vacation rental in Diamond Head-Kahala, Oahu. It has a private pool & spa, outdoor living & dining, and is walking distance to the beach, mall, and restaurants.
$2197/nt (avg.)
Location: Honolulu
Bedrooms: 6 - 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.
$746/nt (avg.)
Location: Honolulu
Bedrooms: 4 - KKQT (sleeps 10)
5 (12 reviews)
Luxury Oahu vacation rental with private pool terrace and stunning ocean and Diamond Head views in prestigious Portlock neighborhood. Modern open floor plan, air conditioning, and upscale finishes. Centrally located in Hawaii Kai area with nearby beaches, dining, and shopping.
$936/nt (avg.)
Location: Honolulu
Bedrooms: 4 - KKQDT (sleeps 10)
5 (12 reviews)
Oceanfront home on Oahu's south shore with private dock, remodeled 4BR, 3BA for up to 8 guests. Enjoy sunsets from the lanai, BBQ on the sundeck, and explore nearby attractions like Hanauma Bay and Waikiki Beach. Fully air-conditioned.
$695/nt (avg.)
Location: Makaha
Bedrooms: 4 - (sleeps 8)
4.7 (28 reviews)
Unwind in a serene gated community with mountain and ocean views from every room. Near uncrowded beaches, turtle and dolphin spots, hiking, world-famous Makaha surfing, diving, and scenic golf.
$1306/nt (avg.)
Location: Kailua
Bedrooms: 5 - KKQQQX (sleeps 10)
5 (10 reviews)
Lanikai Oceanside is a newly renovated oceanfront home in Kailua, Oahu. It offers stunning views of the ocean and Mokulua Islands. The property has 4 bedrooms, 3 bathrooms, a guest house, two living/dining rooms, and a spacious yard.
$665/nt (avg.)
Location: Makaha
Bedrooms: 4 - (sleeps 8)
4.7 (23 reviews)
Spacious 4BR/2BA duplex in a secluded historical area near Waianae, ideal for cultural immersion. Enjoy stargazing, private hiking, and breathtaking views. Close to Koolina resorts. Perfect for family gatherings and cultural events.
Location: Makaha
Bedrooms: 4 - (sleeps 10)
4.8 (17 reviews)
Modern 4BR home in 24/7 gated Makaha Valley with mountain/ocean views. 5 mins to Makaha Beach. Sleeps 10. Patio with misters, fire pit & BBQ, AC in every room, pool/gym access, arcade games. Peacocks add island charm.
$6755/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.
$844/nt (avg.)
Location: Honolulu
Bedrooms: 5 - KQQTT (sleeps 13)
4.9 (8 reviews)
Nani Wai is a gated 5-bed, 4-bath home in Hawai’i Kai with marina views, a pool, outdoor kitchen, and a large yard. Ideal for larger groups.
Location: Honolulu
Bedrooms: 4 - KKQQ (sleeps 8)
5 (4 reviews)
Kahala Breeze is a luxurious 4-bedroom home with a pool, barbecue grill, and expansive terrace for dining. It features elegant decor, open floor plan kitchen, and two lanais. It is located near beaches, outdoor activities, shopping, and dining. Maximum occupancy is 8 guests.
$1331/nt (avg.)
Location: Kailua
Bedrooms: 4 - KKQQ (sleeps 9)
4.5 (2 reviews)
Maluhia is a celebrity favorite vacation rental with 4 bedrooms, 4 bathrooms, a pool, and a waterfall. It has direct beach access and a modern interior.