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Featured vacation home destinations

Destination inspiration for your trip – find a vacation home

Kailua-Kona

699 vacation homes

Waikoloa

451 vacation homes

Wailea

385 vacation homes

Kahana

322 vacation homes

Kihei

312 vacation homes

Honolulu

273 vacation homes

Princeville

197 vacation homes

Koloa

175 vacation homes

Lahaina

172 vacation homes

Kapaa

70 vacation homes

Kaanapali

63 vacation homes

Kahuku

45 vacation homes

Wailuku

45 vacation homes

Kapolei

42 vacation homes

Hilo

37 vacation homes

Hanalei

36 vacation homes

The best vacation homes in Hawaii

Check out our selection of great vacation homes in Hawaii

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Country Cottage in Papa Bay

Papa Bay Estates

Country Cottage in Papa Bay is located in Papa Bay Estates, just 17 miles from St. Benedict Roman Catholic Church and 19 miles from The Painted Church.

L
Linda
From
Czech Republic
It's bigger than appears on pics, very cozy, well equipped, super clean 😍 We loved that stay!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 116 reviews
Price from
$168
1 night, 2 adults

Keaau Place

Keaau

Keaau Place is located in Keaau, just 7.6 miles from Lava Tree State Park and 10 miles from Pana'ewa Rainforest Zoo. This vacation home provides air-conditioned accommodations with a terrace.

J
JIM
From
United States
It's obviously well maintained, and had everything we needed. We were very satisfied there.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 101 reviews
Price from
$150.82
1 night, 2 adults

Kaena O Kekai

Hauula

Kaena O Kekai offers accommodations in Hauula, 14 miles from Banzai Pipeline and 22 miles from North Shore.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 5 reviews
Price from
$700
1 night, 2 adults

Stylized Captain's House

Captain Cook

Stylized Captain's House is located in Captain Cook, just 2.1 miles from Kealakekua Bay and 5 miles from Kealakekua Bay State Historical Park.

K
Katherine
From
United States
Host was very kind and gave me great recommendations from beaches to food and activities. When we had a question he replied quickly. We felt like we were in a jungle, lots of nature night life sounds but he provided ear plugs and by night 3 we were used to it and enjoyed it that when we went to another part of the island we missed the night sounds! But the house was so beautiful, every room was decorated uniquely & beautifully. They provided a crib and shower essentials, cooking seasonings, even let us borrow a crock pot when I asked if he had one, we were near Capitan cook and Honaunau Bay & Keauhou Bay for site seeing and snorkeling, many coffee farms, had amazing Hawaiian Ninja shave ice near the Choice Mart, and we enjoyed the tropical feel of this area. The home was comfy, very children friendly, the deck & swing set & zip line was a plus for our 6 year old. Would stay here again if we come back to visit! (I ACCIDENTALLY ADDED PHOTOS OF MY DAUGHTER & I NEAR A WATERFALL & CANNOT DELETE THEM. THE LOCATION IS NEAR HILO NOT NEAR CAPITAN COOK.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 7 reviews
Price from
$414.98
1 night, 2 adults

Quiet home near the coast

Hauula

Quiet home near the coast offers accommodations in Hauula, 1.8 miles from Kokololio Beach Park and 3.1 miles from Polynesian Cultural Center.

D
Doug
From
United States
We are not city life people. We prefer the rural outskirts of town and beyond. So, I chose to look for a location near Hau’ula, HI for a wedding happening nearby, and breathing space! And, with work obligations throughout the 4th qrtr., I had to wait until two months before the wedding where I could then book our stay. This location popped up with several others on the list. It seemed close to our standards and I didn’t have much time to waste looking. After about a half an hour of looking at four locations, I pulled the trigger. My wife was really surprised I found a place on short notice for the length of our stay. I thought I did a great job. But my wife said I nailed it. She was impressed with my find. It was just like having that first apt. feel with getting out of your parents house to begin YOUR life! Everything you would need to start your own life adventure away from home. Including natural alarm clocks that are not only spot on, but also have their own automatic short timed snooze button! Residential and quiet with having a nice view of the hills behind you and a nice sunrise above the residential neighborhood. Ours was somewhat cloudy, but we had at day where we felt relaxed and mostly the sun was rising above the trees in the neighborhood that day. Plenty of room, spacious bathroom, kitchen amenities well equipped, balcony, and my wife slept deeply she said. Something she has a hard time doing at home. That should tell many, that when your wife is comfortable, its awesome! I do have to add our host were more than hospitable. Our PHX flight connection got delayed three times due to a mechanical issue. We arrived 4 hours later than expected, 9:45pm. Hungry, my wife asked if something was open where we could at least put something in the stomach to try and sleep comfortably. We were given a few options and those surely would have sufficed. But after settling in, in under ten minutes, a knock on the door.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 11 reviews
Price from
$386
1 night, 2 adults

Peles Eye

Pulehua Island

Offering a garden, Peles Eye offers accommodations in Pulehua Island. Private parking is available on site at this recently renovated property. Each room has a balcony with views of the sea.

M
Michael
From
United States
The view and quietness of the area was fantastic
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 34 reviews
Price from
$104.50
1 night, 2 adults

The Westin Princeville Ocean Villas Studio Apartment with Resort Access

Princeville

Just a 12-minute walk from Anini Beach and one mile from Makai Golf Course, The Westin Princeville Ocean Villas Studio Apartment with Resort Access features accommodations in Princeville, with a...

R
Rachel
From
United States
There was no breakfast anyone told us about
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews
Price from
$405.60
1 night, 2 adults

Marriott Kauai Beach Club Parlor Apartment with Resort Access

Lihue

A 4-minute walk from Kalapaki Beach in Lihue, Marriott Kauai Beach Club Parlor Apartment with Resort Access provides accommodations with access to a spa center and fitness room.

M
Michaela
From
United Kingdom
Great view, fantastic location! Room was clean and comfortable.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 51 reviews
Price from
$334.80
1 night, 2 adults

Pu'uwai Place of Volcano Village

Volcano

11 miles from Kilauea in Volcano, Pu'uwai Place of Volcano Village offers accommodations with access to a hot tub. With garden views, this accommodation provides a patio.

C
Catherine
From
United States
So near the park. The house was very cosy and nicely decorated. The bed was very comfortable. The kitchen was well equipped. The house felt very zen and peaceful. We really enjoyed staying there.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 36 reviews
Price from
$252.23
1 night, 2 adults

Paradise Ohana Ocean View Oasis with community Pool, Spa, Gym and Rec Area with PingPong, Air Hockey and Foosball

Makaha

29 miles from USS Bowfin Submarine Museum & Park in Makaha, Paradise Ohana Ocean View Oasis with community Pool, Spa, Gym and Rec Area with PingPong, Air Hockey and Foosball provides accommodations...

T
Tawnnie
From
United States
Loved that this property was in a gated community. The house itself was clean and well kept. Definitely a great place for a big group. The outside views from anywhere in the house were breathtaking! The host was very helpful and responded quickly with any questions I had.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
Price from
$1,176.40
1 night, 2 adults
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Scored out of 10, guest rating 9.4
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Scored out of 10, guest rating 8.7
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Scored out of 10, guest rating 7.5
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Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 51 reviews

FAQs about vacation homes in Hawaii

Vacation Homes That Guests Love in Hawaii

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Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 45 reviews
Fantastic views, close to beautiful beaches. Nice walk nearby. Spotted a few turtles too.The sunset from the property was amazing! Very friendly host and onsite staff. Property was very clean and well equipped. We were a family of 4 with young kids but this place is also perfect for a group of friends and couples. Highly recommend this place.
Guest review byPARVATHA
Family with young children
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 19 reviews
Very clean, nice beach, location, atmosphere
Guest review byMarco
Family with young children
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 73 reviews
Very clean and cosy with all little things we needed
Guest review byKathleen
Family with young children
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 2 reviews
The location is perfect, with enough privacy but also proximity to local amenities. Beautifully presented, very clean and well equipped. Comfy beds and plenty of space. Pool location is gorgeous.
Guest review byJenny
Solo traveler
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 24 reviews
Very clean and love the location. We appreciate the attention to detail (plenty of linens, games, even binoculars!)
Guest review byCOLLEEN
Solo traveler
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 101 reviews
The location was convenient for the places we wanted to visit. The place was very clean. a notebook had good instructions and local information.
Guest review byKathleen
Young couple
Avg. price/night: $569.81
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 66 reviews
The host was very kind and everything went very smoothly. This guest house is very clean and comfortable. We would stay there again when we go to Hawaii.
Guest review byPhillip
Young couple
Avg. price/night: $262.76
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 109 reviews
The location and view was Exceptional! The host was very communicable with the whole checkin/arrival process. The house and room was very clean and quite. Being high up on the hill, we had a very amazing view of the sunrise over the ocean.
Guest review byANTHONY
Young couple
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 21 reviews
The apartment is very clean, and we like the location so close Wailea. We also like the assigned parking is just outside the apartment and the unit is on the ground level. Checkin instructions are accurate and easy to follow.
Guest review byLinette
Young couple
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 22 reviews
Everything was very clean and nicely decorated. Great view of the ocean and a possibility to watch sunset from nearby terrace was amazing. All the flowers surrounding the boat were beautiful.
Guest review byEliška
Young couple