chuchoDiscover

Your trip

Kailua, 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 · United States

Vacation homes in Kailua, Hawaii, United States

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

Of the 35 vacation homes in Kailua, 17 have a private pool, 11 sleep 10 or more, 11 have 4+ bedrooms and 33 have a workspace. Every home is listed by its host, who confirms dates and prices directly.

Filter these homes

35 homes · Kailua

Page 2 of 2

Kona Makai 6301

Kailua, United States

2 bedrooms · 2 baths · sleeps 4 · shared pool

Kona Makai 6301 is a top-floor oceanfront vacation condo in Kailua-Kona, on Hawaii's Big Island, accommodating up to four guests.

Visit host websitegathervacations.com

Kona Makai 6303

Kailua, United States

1 bedroom · 3 beds · 1 bath · sleeps 4 · shared pool

Kona Makai 6303 is a top-floor oceanfront condo in Kailua-Kona with one bedroom, a sleeping loft and shared community amenities.

Visit host websitegathervacations.com

Kona One

Kailua, United States

4 bedrooms · 4 baths · sleeps 10 · private pool

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

Kona Pacific C416

Kailua, United States

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

An 830-square-foot ocean-view condominium in Kailua-Kona with one bedroom, two bathrooms and space for up to four guests.

Visit host websitegathervacations.com

Kona Reef B32

Kailua, United States

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

Kona Reef B32 is a 630-square-foot, top-floor ocean-view condo along Ali‘i Drive in Kailua-Kona, Hawai‘i, with one bedroom and space for four guests.

Visit host websitegathervacations.com

Kona's Shangri La

Kailua, United States

5 bedrooms · 5 baths · sleeps 14 · private pool

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

Lymans Bay Hale

Kailua, United States

5 bedrooms · 5 beds · 3 baths · sleeps 10

A three-story, five-bedroom vacation home in Kailua-Kona, across the street from Lyman’s Bay, with ocean, beach and mountain views.

Visit host websitegathervacations.com

Mermaid Cove

Kailua, United States

4 bedrooms · 4 baths · sleeps 14 · private pool

Mermaid Cove is a 4,000-square-foot, three-level oceanfront estate in Kailua-Kona, with direct cove access and accommodation for up to 14 guests.

Visit host websitegathervacations.com

Royal Kahili 401A

Kailua, United States

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

Royal Kahili 401A is a 1,029-square-foot, top-floor corner suite in Kailua-Kona, Hawaii, with two bedrooms, two bathrooms and Pacific Ocean views.

Visit host websitegathervacations.com

Sea Village 4108

Kailua, United States

2 bedrooms · 2 baths · sleeps 4 · shared pool

Sea Village 4108 is a ground-level, two-bedroom oceanfront condo in Kailua-Kona, with a furnished lanai above the lava rock shoreline and access to shared Sea Village facilities.

Visit host websitegathervacations.com

Sunset Hale

Kailua, United States

3 bedrooms · 2 baths · sleeps 6 · private pool

Sunset Hale is a single-level holiday home on the slopes above Kailua-Kona, with ocean and sunset views, a private lap pool and a 30-night minimum stay.

Visit host websitegathervacations.com

Filters

Your trip

Kailua, 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