chuchoDiscover

Your trip

Hawaii, United States Not sure where? Describe your trip to Chucho

When

Exact dates

Flexible dates

Prices are for example stays inside your window, each labeled with its actual dates. Hosts confirm availability.

Clear dates

Who

Add each child's age at check-out. Hosts confirm child rates and beds; prices shown are for everyone staying.

Guests is everyone staying, adults and children. Rentals check capacity against everyone; a hotel room's fit needs a quote.

Cancel

Hawaii

Vacation homes in Hawaii, United States · Workspace

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

Of these 201 vacation homes in Hawaii, 59 have a private pool, 57 sleep 10 or more, 61 have 4+ bedrooms and 6 welcome pets. Every home is listed by its host, who confirms dates and prices directly.

Filter these homes

201 homes · Hawaii

Page 1 of 9

2BD Hali'i Kai (12C) at Waikoloa Resort

Waikoloa, United States

2 bedrooms · 2 baths · sleeps 4 · shared pool

Ground-level oceanfront condo at Hali'i Kai in Waikoloa Beach Resort, with Pacific and golf-course views and a private lanai opening onto a lawn.

Visit host websitegathervacations.com

3BD Estate Home at Puako Bay (10D)

Puakō, United States

3 bedrooms · 3 baths · sleeps 6

A 2,520-square-foot oceanfront vacation home at Puako Bay on Hawai‘i Island’s Kohala Coast, accommodating up to six guests.

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 De Emdeko 222

Kailua, United States

1 bedroom · 2 beds · 1 bath · sleeps 4 · shared pool

A second-floor, one-bedroom condo for up to four guests in an oceanfront complex on Ali‘i Drive in Kailua-Kona, Hawaii.

Visit host websitegathervacations.com

Casa De Emdeko 235

Kailua, United States

1 bedroom · 1 bath · sleeps 4 · shared pool

A remodeled ocean-view condo on Alii Drive in Kailua-Kona, within a gated oceanfront community with shared saltwater and freshwater pools.

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 1192-2 (A/C Not Included)

Kapolei, United States

2 bedrooms · 2 baths · sleeps 4 · shared pool

A ground-floor, two-bedroom villa in the gated Coconut Plantation community at Ko Olina Resort, on leeward Oahu, Hawaii, offered for monthly stays.

Visit host websitegathervacations.com

Coconut Plantation 1222-2

Kapolei, United States

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

A furnished two-bedroom villa for four guests in the gated Coconut Plantation community at Ko Olina Resort, Oahu, offered for monthly stays.

Visit host websitegathervacations.com

Dolphin House

Laie, United States

3 bedrooms · 2 baths · sleeps 6

Dolphin House is a beachfront home in Laie on Oahu’s North Shore, with direct access from its private yard to the sand and a minimum stay of 30 nights.

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

Ehukai Beach Hale

Haleʻiwa, United States

3 bedrooms · 2 baths · sleeps 7

A furnished house at Pipeline on Oahu’s North Shore, with a private-yard gate opening to Ehukai Beach and monthly-only rentals.

Visit host websitegathervacations.com

Emmalani Court 414

Princeville, United States

2 bedrooms · 2 baths · sleeps 5 · shared pool

Emmalani Court 414 is a remodeled ground-level vacation home beside Princeville’s Makai Golf Course on Kauai’s North Shore, with garden, golf-course and partial ocean views.

Visit host websitegathervacations.com

Ewa Beachfront Cottage

Ewa Beach, United States

3 bedrooms · 3 beds · 2 baths · sleeps 6

A single-level beachfront cottage on Ewa Beach in Leeward Oahu, Hawaii, with ocean views and a private yard. Available for monthly rentals only.

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 Hau'oli Moku

Princeville, United States

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

Hale Hau'oli Moku is a two-story townhome for four in Princeville on Kauai's North Shore, with two upstairs suites and a garden lanai.

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 Ho'omaka

Princeville, United States

2 bedrooms · 1 bath · sleeps 6 · shared pool

Hale Ho'omaka is a vacation home in Princeville, Kauai, Hawaii, with a covered lanai and access to Sandpiper Village's shared leisure facilities.

Visit host websitegathervacations.com

Filters

Your trip

Hawaii, United StatesAdd datesAdd guests

Change destination, dates or guests

Prices need travel dates and a guest count. You can browse homes while you decide.

Type of stay

Rooms and beds

Pool

Amenities

Only what the host explicitly listed as available counts.

Collections

Clear all