Hawaii
76 homes published by their hosts. Enquire or book directly with the host.
Of these 76 vacation homes in Hawaii, 48 sleep 10 or more, 54 have 4+ bedrooms, 61 have a workspace and 74 have air conditioning. Every home is listed by its host, who confirms dates and prices directly.
Filter these homesKoloa, United States
A four-bedroom, single-level vacation home in the Makani Kai neighborhood of Kukui‘ula on Kaua‘i’s South Shore, with a private pool and ocean, mountain and golf-course views.
Visit host websitegathervacations.com
Kailua, United States
Ho'okipa Hale is a three-bedroom, three-bathroom vacation home in Kailua-Kona with ocean views, a tropical garden and a private wade pool, accommodating up to ten guests.
Visit host websitegathervacations.com
Princeville, United States
Hokulani Villa is a holiday home in Princeville on Kauai's North Shore, overlooking the Makai Golf Course toward Bali Hai, with partial ocean views from the second-story lanai.
Visit host websitegathervacations.com
Keauhou, United States
Holua Kai #20 is a two-story vacation home beside Kona Country Club’s Makai Golf Course in Keauhou, with ocean views and a private saltwater pool.
Visit host websitegathervacations.com
Keauhou, United States
Holua Kai #26 is a two-story, 2,685-square-foot home in the gated Holua Kai at Keauhou community, overlooking the second-hole green of Kona Country Club’s Makai Golf Course with Pacific glimpses.
Visit host websitegathervacations.com
Keauhou, United States
Holua Kai #27 is a three-bedroom, single-level vacation villa for six in the gated Holua Kai community in Keauhou, with Kona Country Club fairway views and a private saltwater pool and spa.
Visit host websitegathervacations.com
Keauhou, United States
Holua Kai #32 is a three-bedroom plantation-style vacation home for six in Keauhou’s gated oceanfront Holua Kai community, with a private pool and coastal views.
Visit host websitegathervacations.com
Kailua, United States
Holua Kai #8 is a single-level, three-bedroom holiday home in the gated Holua Kai community in Kailua-Kona, overlooking the Kona Country Club Ocean Course.
Visit host websitegathervacations.com
Princeville, United States
Honu Awa is a four-bedroom vacation home on a bluff in Princeville on Kaua‘i’s North Shore, with ocean views and a private courtyard pool.
Visit host websitegathervacations.com
Kailua, United States
Honu Hale is a five-bedroom holiday home above the Kailua-Kona coastline, with views across Lyman's Bay and Holualoa Bay, multiple lanais and a private saltwater pool.
Visit host websitegathervacations.com
Puakō, United States
Honu Ohana- Puako 59 is a 3,776-square-foot vacation home for up to 10 guests in Puako, in the Kohala area of Hawaii’s Big Island.
Visit host websitegathervacations.com
Kailua, United States
Island Oasis is a 2,890-square-foot ocean-view home for six guests in the gated Keauhou Estates community in Kailua-Kona, Hawaii.
Visit host websitegathervacations.com
Koloa, United States
JC Surf House is a five-bedroom vacation home with a private pool in Kukui‘ula on Kaua‘i’s South Shore, accommodating up to 10 guests.
Visit host websitegathervacations.com
Koloa, United States
A four-bedroom holiday home with a detached ohana suite in the Kukuiʻula community on Kauai’s south shore, with a private pool, hot tub and partial ocean views.
Visit host websitegathervacations.com
Kailua, United States
A remodeled three-bedroom vacation home in the gated Kahakai Estates community in Kailua-Kona, with a private pool, hot tub and ocean views.
Visit host websitegathervacations.com
Kāhala, United States
A 4,500-square-foot beachfront main residence in Kahala on Oahu’s south shore, accommodating up to 10 guests. The estate’s guest house is excluded.
Visit host websitegathervacations.com
Poipu, United States
A three-bedroom home in Wainani, Poipu, on Kauai’s South Shore, with a private pool and golf course and mountain views.
Visit host websitegathervacations.com
Kailua, United States
An oceanfront estate on Ali'i Drive in Kailua-Kona, with three house buildings offered together and direct beach access.
Visit host websitegathervacations.com
Kailua, United States
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
Kailua, United States
A single-level, three-bedroom vacation home within gated Holua Kai in Kailua-Kona, beside the Kona Country Club fairways, with a private heated pool and spa.
Visit host websitegathervacations.com
Kailua, United States
Kona Dreams is a three-bedroom ocean-view vacation home in a residential Kailua-Kona neighborhood, with a private heated pool and tropical gardens.
Visit host websitegathervacations.com
Kailua, United States
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
Kailua, United States
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
Waianae, United States
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
