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

76 stays in Hawaii, United States

Page 1 of 4

1 filter · 76 stays

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

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

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

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 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 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 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 Konishiki 4-Bed

Waianae, United States

4 bedrooms · 5 baths · sleeps 9 · private pool

A single-level beachfront home on Maili Beach in West Oahu, with a private pool and more than an acre of grounds.

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

Hale Laule'a at Kukui'ula

Koloa, United States

5 bedrooms · 5 beds · 6 baths · sleeps 11 · private pool

A five-bedroom private home in Kukui'ula, Koloa, on Kauai, with a private pool and golf course, mountain and ocean views.

Visit host websitegathervacations.com

Hale Mahina Hou

Koloa, United States

4 bedrooms · 4 baths · sleeps 12 · private pool

Hale Mahina Hou is a single-level vacation home in the Kukui’ula neighborhood on Kauai’s south shore, with indoor-outdoor living, a private infinity-edge pool and a private hot tub.

Visit host websitegathervacations.com

Hale Makana

Hawaii Kai, United States

5 bedrooms · 7 baths · sleeps 10 · private pool

Hale Makana is a single-level oceanfront estate in Portlock, Hawaii Kai, on Oahu, with Diamond Head and Pacific Ocean views, five ensuite bedrooms and a private pool.

Visit host websitegathervacations.com

Hale Nai'a

Keauhou, United States

3 bedrooms · 3 baths · sleeps 6 · private pool

Hale Nai'a is an oceanview private home in gated Keauhou Estates, with a private heated infinity-edge lap pool and heated spa.

Visit host websitegathervacations.com

Hale Ohia

Princeville, United States

6 bedrooms · 3 baths · sleeps 12 · private pool

Hale Ohia is a three-story vacation home in Princeville on Kauai’s North Shore, above Queen’s Bath, with a private pool and ocean and mountain views.

Visit host websitegathervacations.com

Hale Pakika at Kukui'ula

Koloa, United States

5 bedrooms · 5 baths · sleeps 12 · private pool

A 3,500-square-foot, single-level estate in Kukui’ula, Koloa, on Kauai’s south shore, with five bedrooms including a detached guest suite, a private pool, and ocean and golf course views.

Visit host websitegathervacations.com

Hale Pomaika'i Mau

Koloa, United States

4 bedrooms · 4 baths · sleeps 10 · private pool

Hale Pomaika'i Mau is a single-level holiday home in Kukui‘ula, Koloa, on Kauai, with ocean and golf course views and a private pool.

Visit host websitegathervacations.com

Halia Mai Hale at Kukuiula

Poipu, United States

4 bedrooms · 4 baths · sleeps 10 · private pool

A single-level holiday home in Kukuiʻula, Poipu, on Kauai’s South Shore, with ocean views and a private pool.

Visit host websitegathervacations.com

Hanapepe House

Hawaii Kai, United States

4 bedrooms · 4 beds · 3 baths · sleeps 8 · private pool

Hanapepe House is an oceanfront home in Portlock, Hawaii Kai, on Oahu, with views of Maunalua Bay, Koko Head and Diamond Head, a private pool and direct shoreline access.

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

Nightly budget (estimate)

Estimated nightly price in any upcoming month, from host prices observed Oct 29, 2026; not a quote or availability. Homes without an estimate in this currency stay in the list, after the rest; currencies aren’t converted.

Rooms and beds

Pool

Amenities

Only what the host explicitly listed as available counts.

Collections

Clear all