34 stays in Kailua, Hawaii, United States

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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

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

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 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 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

Ho'okipa Hale

Kailua, United States

3 bedrooms · 6 beds · 3 baths · sleeps 10 · private pool

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

Holua Kai #8

Kailua, United States

3 bedrooms · 3 beds · 2 baths · sleeps 6 · private pool

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

Honu Hale

Kailua, United States

5 bedrooms · 3 baths · sleeps 16 · private pool

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

Island Oasis

Kailua, United States

3 bedrooms · 3 beds · 3 baths · sleeps 6 · private pool

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

Kahakai Estates Hale

Kailua, United States

3 bedrooms · 3 beds · 2 baths · sleeps 6 · private pool

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

Keauhou Kona Surf & Racquet 1104

Kailua, United States

2 bedrooms · 2 baths · sleeps 6 · shared pool

A 1,200-square-foot, ground-floor oceanfront condominium in Keauhou, Kailua-Kona, with a private lanai and access to shared resort facilities.

Visit host websitegathervacations.com

Kona Alii 304

Kailua, United States

1 bedroom · 2 baths · sleeps 4 · shared pool

Kona Alii 304 is a renovated oceanfront vacation condo on Ali‘i Drive in Kailua-Kona, with a private covered lanai and access to a community pool.

Visit host websitegathervacations.com

Kona Alii 512

Kailua, United States

2 bedrooms · 3 baths · sleeps 6 · shared pool

Kona Alii 512 is a top-floor penthouse condo on Alii Drive in Kailua-Kona, with Pacific Ocean views and a private lanai.

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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.

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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 Blue Vacations Holua Kai

Kailua, United States

3 bedrooms · 3 beds · 2 baths · sleeps 6 · private pool

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

Kona Dreams

Kailua, United States

3 bedrooms · 3 beds · 2 baths · sleeps 6 · private pool

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

Kona Makai 2103

Kailua, United States

1 bedroom · 1 bath · sleeps 4 · shared pool

Kona Makai 2103 is a one-bedroom condo on Ali‘i Drive in Kailua-Kona, with tropical garden surroundings, partial ocean views and shared resort facilities.

Visit host websitegathervacations.com