Holiday Homes in Hawaii Island

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Featured Holiday Homes in Hawaii Island and around

Our top choices for Hawaii Island holiday homes

Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

2.0 star property
9.8 out of 10, Exceptional, (26)
"We had a great stay."
The price is €242
includes taxes & fees
27 Aug - 28 Aug
Experience Tranquility in a Spacious 3-Bedroom Surrounded by Hawaiian Forest

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

10.0 out of 10, Exceptional, (156)
"Great stay. Great amenities. Be aware it is 2nd floor with only stair access. "
The price is €354
includes taxes & fees
28 Aug - 29 Aug
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town

9.8 out of 10, Exceptional, (46)
"This property was just right for our family of 10 ranging in age of 3-68! Pool/hot tub was a highlight for us all. Keiki beach a short walk away. House was just the right size for all to have privacy and togetherness."
🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town

The Jungalow is a charming renovated bungalow minutes from Volcano National Park

10.0 out of 10, Exceptional, (113)
"The Jungalow is cute and convenient. It was clean and comfortable, and had everything we needed for our stay. My 3 year old loved the chickens! We were fortunate that we were able to see the volcano erupt and loved being close enough that we could go to Volcano Park during the day and again at night. "
The price is €379
includes taxes & fees
29 Aug - 30 Aug
The Jungalow is a charming renovated bungalow minutes from Volcano National Park

Family Friendly Home, with a Man Cave!

10.0 out of 10, Exceptional, (216)
"Loved our stay! Beautiful house in quiet area. Very close to Volcano National Park. "
Family Friendly Home, with a Man Cave!

Stunning Ocean Views + Designer Designed Kona Home

9.8 out of 10, Exceptional, (95)
"Beautiful accommodations and feels like home. Very clean and welcoming."
Stunning Ocean Views + Designer Designed Kona Home

Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-

10.0 out of 10, Exceptional, (99)
"The property was beautiful. Our family enjoyed our stay there. "
Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-

Charming Guest House in Mountain View

10.0 out of 10, Exceptional, (43)
"Highly recommend this home! Perfect get away! Clean, roomy, kitchen has what you need for cooking. Owners very friendly. "
Charming Guest House in Mountain View

Exceeding Expectations at Hale Aloha Kaloli~Air Conditioning Throughout the Home

10.0 out of 10, Exceptional, (218)
"Rental was lovely. Lots of room for us. We only stayed 1 nite and it was perfect for our needs. Montana was quick to respond to my questions. Check-in was easy. Rental was clean and had all the amenities you would need for a longer stay. "
The price is €284
includes taxes & fees
16 Sept - 17 Sept
Exceeding Expectations at Hale Aloha Kaloli~Air Conditioning Throughout the Home

Resort-Style Home on Keauhou Bay: Great for Groups

10.0 out of 10, Exceptional, (2)
"Beautiful home!"
Resort-Style Home on Keauhou Bay: Great for Groups

4 Bedroom with Private Pool and Spa in Waikoloa Beach

10.0 out of 10, Exceptional, (40)
"Family of 5 plus 2 adults. Very comfortable, beautiful grounds, pool does not need to be heated, it's plenty warm and the hot tub is actually hot. Very good stay, great value."
4 Bedroom with Private Pool and Spa in Waikoloa Beach

Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room

9.4 out of 10, Exceptional, (351)
"I well recommend this place 100%. Clean, complete with pretty much everything you need including washer and dryer like staying in your own house. nice location, close to restaurant and of course the ocean on your backyard couldn’t ask for more.We enjoyed our stay. Definitely we’ll rent this house again.Thank you!"
Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room

180 Degree Ocean View! Steps to Beach! from $219/Night + Fees!

9.6 out of 10, Exceptional, (99)
"Beautiful property with view. Close to beach and short hikes to secluded beaches. Perfect central location to embark on day trips to adventures."
180 Degree Ocean View! Steps to Beach! from $219/Night + Fees!

Three Palms

9.8 out of 10, Exceptional, (48)
"We had a wonderful stay at the rental. "
Three Palms

Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

9.0 out of 10, Wonderful, (32)
"We enjoyed our stay this year at this beautiful home! The house had more than enough beds for everyone and it was clean and comfortable. We really enjoyed listening to the waves crash into the rocks 24/7, very relaxing! We had no idea about the show we got to watch every morning when all the surfers came out to Lyman’s Cove. It was a great treat being able to sit in the hot tub or on the deck and watch them all day long! We already miss this home and will definitely be back! "
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

Serene, Restored House from Sugar Days with Sweeping Ocean Views

9.8 out of 10, Exceptional, (226)
"My husband and I were looking for the perfect place to stay, and Wow! did we find it! The property is spectacular with a treasure trove of fruit and nut trees to discover.The hosts are thoughtful and provided a wonderful experience. The hot tub, sauna and cold plunge were a great way to restore. Each day we spent on the lanai for our meals enjoying the sweeping views. We can’t wait to return! "
Serene, Restored House from Sugar Days with Sweeping Ocean Views

Large comfy house big enough for 2 families next to ocean on Kaloli point

9.8 out of 10, Exceptional, (177)
"We stayed for 3 nights. It was a hope away from home. The kitchen es extremely well equipped with everything one would need. The garden is wonderful and the hosts were exceptionally helpful."
Large comfy house big enough for 2 families next to ocean on Kaloli point

Peaceful Big Island Hawaii Retreat with Private Beach Club Access

10.0 out of 10, Exceptional, (17)
"The house was perfect for a family vacation with my sons, daughters in law and 2 1/2 year old grandson. The wading pool and lawns were great for a toddler to swim and play and the house was spacious enough for all of us to cook, eat and hang out together. 2 of the rooms were big enough to accommodate a full size rental crib, which was so nice. The beach at the beach club was ideal for a little one, as well. Snorkeling gear in the garage was a welcome bonus. Everything clean and gorgeous!!"
Peaceful Big Island Hawaii Retreat with Private Beach Club Access

COZY HIDEAWAY IN THE OHIA RAINFOREST LOCATED BELOW VOLCANO NATIONAL PARK

10.0 out of 10, Exceptional, (110)
"Nice quiet home private "
COZY HIDEAWAY IN THE OHIA RAINFOREST LOCATED BELOW VOLCANO NATIONAL PARK

Cozy and Modern Style Studio with King Size Bed Free Laundry in HPP

10.0 out of 10, Exceptional, (96)
"We were so happy wjth the property and amenities, we would absolutely stay here again!!"
The price is €162
includes taxes & fees
25 Aug - 26 Aug
Cozy and Modern Style Studio with King Size Bed Free Laundry in HPP
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hawaii Island Hotel Reviews