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Hawaii

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

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

Of these 122 vacation homes in Hawaii, 59 have a private pool, 67 sleep 10 or more, 77 have 4+ bedrooms and 2 welcome pets. Every home is listed by its host, who confirms dates and prices directly.

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122 homes · Hawaii

Page 1 of 6

4BD Estate Home at Puako Bay (74)

Puakō, United States

4 bedrooms · 4 baths · sleeps 8 · private pool

An oceanfront estate on Puako Bay for up to eight guests, with a three-bedroom main residence and a detached one-bedroom guest suite booked together.

Visit host websitegathervacations.com

Ali'i Point #12

Kailua, United States

3 bedrooms · 3 baths · sleeps 9 · shared pool

Oceanfront home on Ali'i Drive in Kailua-Kona, within a gated community of 16 residences, with three bedrooms and an additional loft.

Visit host websitegathervacations.com

Alohi Kai Estate

Kailua, United States

5 bedrooms · 5 baths · sleeps 12 · private pool

Alohi Kai Estate is a three-story oceanfront vacation home for up to 12 guests in a gated community in Kailua-Kona, Hawaii.

Visit host websitegathervacations.com

Banyan House

Kāhala, United States

8 bedrooms · 9 baths · sleeps 16 · private pool

Banyan House is an oceanfront estate in Kahala on Oahu's South Shore, accommodating up to 16 guests across the main residence and detached guest house.

Visit host websitegathervacations.com

Blue Water

Kailua, United States

3 bedrooms · 3 baths · sleeps 10 · private pool

Blue Water is a two-story oceanfront home in gated Kona Bay Estates in Kailua-Kona, Hawaii, accommodating up to 10 guests.

Visit host websitegathervacations.com

Casa Makara

Princeville, United States

3 bedrooms · 2 baths · sleeps 8 · shared pool

Casa Makara is a 1,800-square-foot holiday home in Princeville on Kaua‘i’s North Shore, overlooking golf fairways and tropical landscaping.

Visit host websitegathervacations.com

Coconut Plantation 1074-1

Kapolei, United States

4 bedrooms · 3 baths · sleeps 8 · shared pool

Coconut Plantation 1074-1 is a furnished, two-story villa in the Coconut Plantation community at Ko Olina Resort on Oahu, Hawaii, offered for monthly stays.

Visit host websitegathervacations.com

Coconut Plantation 1078-3

Kapolei, United States

4 bedrooms · 3 baths · sleeps 8 · shared pool

A 1,715-square-foot, two-story townhome in the gated Coconut Plantation community at Ko Olina Resort on Oahu’s leeward coast, accommodating up to eight guests.

Visit host websitegathervacations.com

Coconut Plantation 1086-1

Kapolei, United States

3 bedrooms · 2 baths · sleeps 8 · shared pool

A furnished two-story home in the gated Coconut Plantation neighborhood of Ko Olina Resort on Oahu, offered for monthly stays.

Visit host websitegathervacations.com

Dolphin Manor

Kailua, United States

5 bedrooms · 6 baths · sleeps 18 · private pool

Dolphin Manor is a two-story oceanfront estate on the lava-rock shoreline of Kailua-Kona, within walking distance of downtown and Honl’s Beach.

Visit host websitegathervacations.com

Fairways at Ko Olina 27H

Kapolei, United States

3 bedrooms · 4 beds · 2 baths · sleeps 8 · shared pool

A three-bedroom, two-story townhome with a private entrance in the gated Fairways community at Ko Olina Resort on Oahu's leeward coast.

Visit host websitegathervacations.com

Haena Beach House TVNC#1258

Haena, United States

5 bedrooms · 5 baths · sleeps 10

Beachfront five-bedroom home in Haena on Kauai’s North Shore, with direct beach access, ocean views and two oceanfront lanais.

Visit host websitegathervacations.com

Hahalua Bay Villa

Kailua, United States

4 bedrooms · 5 baths · sleeps 16 · private pool

Hahalua Bay Villa, also known as Manta Ray Bay Villa, is an oceanfront estate on Keauhou Bay in Kailua-Kona, on Hawaii’s Big Island.

Visit host websitegathervacations.com

Hale Anu Keanu

Princeville, United States

4 bedrooms · 3 baths · sleeps 8

A remodeled, two-story plantation-style vacation home in Princeville on Kauai’s north shore, accommodating up to eight guests.

Visit host websitegathervacations.com

Hale Hanohano at Kukuiula

Koloa, United States

6 bedrooms · 5 baths · sleeps 16 · private pool

A private six-bedroom estate in Koloa’s Poipu district on Kauai, with ocean, mountain and golf course views and accommodation for up to 16 guests.

Visit host websitegathervacations.com

Hale Ho'omaha

Hawaii Kai, United States

5 bedrooms · 3 baths · sleeps 12 · private pool

Hale Ho'omaha is a five-bedroom, single-level monthly rental in Hawaii Kai on southeast Oʻahu, with exclusive occupancy and a private saltwater pool.

Visit host websitegathervacations.com

Hale Joli

Kailua, United States

4 bedrooms · 3 baths · sleeps 8 · private pool

Hale Joli is a single-level hillside vacation home in Kailua-Kona, on Hawaii’s Big Island, with ocean views and a private heated infinity pool.

Visit host websitegathervacations.com

Hale Ka Pua Ola at Kukuiula

Koloa, United States

4 bedrooms · 4 baths · sleeps 12 · private pool

A single-level, four-bedroom vacation home in Kukui‘ula on Kaua‘i’s South Shore, with a private pool, hot tub and golf-course views.

Visit host websitegathervacations.com

Hale Kai O'Kona #7

Kailua, United States

4 bedrooms · 4 beds · 3 baths · sleeps 8

A two-level oceanfront condo for eight on Ali‘i Drive in Kailua-Kona, with four bedrooms, three bathrooms and direct access to the lava-rock shoreline.

Visit host websitegathervacations.com

Hale Kainani #6 E Komo Mai

Koloa, United States

4 bedrooms · 4 baths · sleeps 10 · private pool

A single-level vacation home in the Kukuiʻula Resort community on Kauai’s south shore, with ocean and golf course views, a private pool and a hot tub.

Visit host websitegathervacations.com

Hale Kaua'i

Princeville, United States

4 bedrooms · 4 beds · 2 baths · sleeps 10 · shared pool

Hale Kaua'i is a four-bedroom vacation condo in Princeville on Kauai’s North Shore, with garden and golf course views.

Visit host websitegathervacations.com

Hale Keaka at Kukui'ula

Koloa, United States

6 bedrooms · 6 baths · sleeps 14 · private pool

A six-bedroom estate in Kukui‘ula, Koloa, on Kaua‘i’s south shore, with ocean and golf-course views and a separate two-bedroom ohana guest house included in the stay.

Visit host websitegathervacations.com

Hale La'i

Holualoa, United States

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

Hale La‘i is an ocean-view vacation home on the slopes of Hualālai, at an elevation of 800 feet on Hawaii’s Big Island.

Visit host websitegathervacations.com

Hale Lani

Lanikai, United States

3 bedrooms · 4 baths · sleeps 8 · private pool

Hale Lani is a hillside vacation home in Lanikai, Oahu, with ocean and Mokulua Island views, wrap-around lanais and a private solar-heated pool.

Visit host websitegathervacations.com

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