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Hawaii

Vacation homes in Hawaii, United States · Room for at least 8

131 homes published by their hosts. Enquire or book directly with the host.

Of these 131 vacation homes in Hawaii, 62 have a private pool, 71 sleep 10 or more, 83 have 4+ bedrooms and 5 welcome pets. Every home is listed by its host, who confirms dates and prices directly.

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131 homes · Hawaii

Page 4 of 6

Ko Olina Kai Estate #17

Kapolei, United States

4 bedrooms · 3 baths · sleeps 8 · shared pool

Four-bedroom, two-story estate overlooking the 18th fairway of Ko Olina Golf Course, within the gated Ko Olina Kai community on Oahu, Hawaii.

Visit host websitegathervacations.com

Ko Olina Kai Estate #33

Kapolei, United States

4 bedrooms · 3 baths · sleeps 8 · shared pool

A two-story, four-bedroom house overlooking a golf-course fairway in the gated Ko Olina Kai community on leeward Oahu.

Visit host websitegathervacations.com

Kona Beach Bungalows

Kailua, United States

15 bedrooms · 15 beds · 12 baths · sleeps 30 · private pool

An oceanfront estate on Ali'i Drive in Kailua-Kona, with three house buildings offered together and direct beach access.

Visit host websitegathervacations.com

Kona Blue

Kailua, United States

4 bedrooms · 3 baths · sleeps 13 · private pool

Kona Blue is a 4,526-square-foot oceanfront home in Kailua-Kona on Hawaii’s Big Island, accommodating up to 13 guests with a private lap pool and direct shoreline access.

Visit host websitegathervacations.com

Kona One

Kailua, United States

4 bedrooms · 4 baths · sleeps 10 · private pool

Kona One is an oceanfront, four-bedroom home in guard-gated Kona Bay Estates in Kailua-Kona, with sandy shoreline frontage and a private heated courtyard pool.

Visit host websitegathervacations.com

Kona's Shangri La

Kailua, United States

5 bedrooms · 5 baths · sleeps 14 · private pool

A three-level oceanfront home above Lyman’s Bay on Ali‘i Drive in Kailua-Kona, with five bedrooms and five bathrooms, accommodating up to 14 guests.

Visit host websitegathervacations.com

Konishiki Beach House

Waianae, United States

6 bedrooms · 5 baths · sleeps 15 · private pool

A one-acre beachfront property in Waianae on Oahu’s west side, with a main house and guest house offered together.

Visit host websitegathervacations.com

Lani Oasis

Princeville, United States

4 bedrooms · 3 baths · sleeps 10 · private pool

Lani Oasis is a single-level vacation home in Princeville on Kauai’s North Shore, with tropical gardens and a private saltwater pool.

Visit host websitegathervacations.com

Lani Oasis & Pohaku Villa

Princeville, United States

8 bedrooms · 6 baths · sleeps 20 · private pool

Two adjacent furnished homes offered together in Princeville on Kauaʻi’s North Shore, with private saltwater pools and tropical gardens.

Visit host websitegathervacations.com

Lanikai Breeze

Lanikai, United States

5 bedrooms · 5 beds · 4 baths · sleeps 10 · private pool

Lanikai Breeze is a furnished five-bedroom home in Lanikai, Oahu, with a private pool courtyard and direct walking access to Lanikai Beach.

Visit host websitegathervacations.com

Lanikai Cottage

Lanikai, United States

3 bedrooms · 2 baths · sleeps 8 · private pool

Lanikai Cottage is a furnished holiday home in Lanikai, Oahu, Hawaii, with a main house, separate guest studio and private pool.

Visit host websitegathervacations.com

Lanikai Hillside Estate

Lanikai, United States

5 bedrooms · 5 baths · sleeps 10 · private pool

A five-bedroom hillside estate in Lanikai, Oahu, with ocean and mountain views, a private infinity-edge pool and exclusive shoreline access.

Visit host websitegathervacations.com

Lanikai Oceanside 5 Bedroom

Lanikai, United States

5 bedrooms · 5 beds · 4 baths · sleeps 10

An oceanfront estate in Lanikai, Oahu, with a four-bedroom main house and detached one-bedroom guest house, offered together for exclusive use.

Visit host websitegathervacations.com

Lanikai Villa

Lanikai, United States

4 bedrooms · 4 baths · sleeps 10 · private pool

A four-bedroom, multilevel coastal villa in Lanikai on Oahu's windward coast, with ocean views, a private pool and a hot tub.

Visit host websitegathervacations.com

Laola Townhouse at Hokuala 4BR*

Lihue, United States

4 bedrooms · 4 beds · 4 baths · sleeps 8 · private pool

A bi-level, four-bedroom townhouse at Hokuala in Lihue, Kauai, with a private plunge pool and sunrise-facing ocean and golf-course views.

Visit host websitegathervacations.com

Leaf House

Lanikai, United States

5 bedrooms · 4 baths · sleeps 10 · private pool

Leaf House is a three-story hillside vacation home in Lanikai, Oahu, Hawaii, with ocean, Mokulua Islands and Ko‘olau mountain views.

Visit host websitegathervacations.com

Lymans Bay Hale

Kailua, United States

5 bedrooms · 5 beds · 3 baths · sleeps 10

A three-story, five-bedroom vacation home in Kailua-Kona, across the street from Lyman’s Bay, with ocean, beach and mountain views.

Visit host websitegathervacations.com

Mahina Kai

Hawaii Kai, United States

5 bedrooms · 3 baths · sleeps 12 · private pool

Mahina Kai is a two-level home in Hawaii Kai, Oʻahu, with views of Koko Crater, the marina and the Pacific Ocean, and a private pool.

Visit host websitegathervacations.com

Majestic Mahakea Oceanfront Oasis

Laie, United States

4 bedrooms · 4 baths · sleeps 10 · private pool

A two-story beachfront home on Mahakea Beach in Laie, on Oahu’s North Shore, offered as an exclusive monthly rental.

Visit host websitegathervacations.com

Makaha Valley Hale Kai

Makaha, United States

4 bedrooms · 3 baths · sleeps 14 · shared pool

A four-bedroom vacation home in Makaha on Oahu's Leeward coast, with valley views, a private backyard and shared community recreation facilities.

Visit host websitegathervacations.com

Makaha Vista Retreat

Makaha, United States

3 bedrooms · 2 baths · sleeps 10 · shared pool

A three-bedroom vacation home in the gated hills of Makaha Valley on Oahu’s leeward coast, with mountain and ocean views and access to community leisure facilities.

Visit host websitegathervacations.com

Makaha-465 Farrington Hwy

Makaha, United States

4 bedrooms · 3 baths · sleeps 8

A four-bedroom beachfront home in Makaha on Oahu’s west shore, offered as a monthly rental for up to eight guests.

Visit host websitegathervacations.com

Makani Kai

Koloa, United States

5 bedrooms · 5 baths · sleeps 14 · private pool

Makani Kai is a five-bedroom holiday home with a separate guest house in gated Kukui'ula on Kauai's south shore, with a private pool and spa.

Visit host websitegathervacations.com

Maluhia Beach House

Haleʻiwa, United States

4 bedrooms · 3 baths · sleeps 10

Maluhia Beach House is a gated, four-bedroom beachfront home in Haleiwa on Oahu’s North Shore, offered for monthly rentals.

Visit host websitegathervacations.com

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