Hawaii Island Holiday Rentals

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Holiday Rentals in Hawaii Island

Aston Kona by the Sea

4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1139)
"Friendly staff, clean room and maid service. The view was awesome "
United States
Darryl Gene
The price is NZ$752
includes taxes & fees
17 Nov - 18 Nov
Aston Kona by the Sea

Sea Village

2.5 star property
Holualoa Village
8.8 out of 10, Excellent, (109)
"amazing and beautiful spot "
United States
Paul
The price is NZ$289
includes taxes & fees
19 Nov - 20 Nov
Sea Village

Kona Bali Kai

2.0 star property
Holualoa Village
8.4 out of 10, Very good, (55)
"Being right on the ocean is amazing! Ike’s new sandwich shop is outstanding!"
United States
Brandon
The price is NZ$590
includes taxes & fees
16 Nov - 17 Nov
Kona Bali Kai

Sea Mountain

2.5 star property
Pahala
9.0 out of 10, Wonderful, (503)
"Such a beautiful property. We had an ocean view. Very clean and comfortable unit. Lovely patio and beautiful surroundings. We didn’t need the air conditioning (extra cost) with the fan and the ocean breeze we were completely comfortable sleeping. We hope to return someday for a longer visit. "
United States
Julia
The price is NZ$277
includes taxes & fees
30 Nov - 1 Dec
Sea Mountain

Plumeria Hilo Hotel

3.0 star property
Keaukaha
9.4 out of 10, Exceptional, (10)
"Great place to stay"
United States
Mildred
The price is NZ$370
includes taxes & fees
16 Nov - 17 Nov
Plumeria Hilo Hotel

Castle Hali'i Kai at Waikoloa

4.0 star property
Waikoloa
9.0 out of 10, Wonderful, (708)
"Good location and excellent accommodations"
United States
David
Castle Hali'i Kai at Waikoloa

Castle Kanaloa at Kona

3.0 star property
Kahaluu-Keauhou
7.6 out of 10, Good, (459)
"Great place to stay, close to the ocean. Very spacious!"
United States
Chad
Castle Kanaloa at Kona

Kanaloa at Kona by OUTRIGGER

3.0 star property
Kahaluu-Keauhou
8.6 out of 10, Excellent, (536)
"The condo was spacious and clean; had everything you would ever need in the kitchen. Great ocean front view. Beach chairs, umbrella, and boogie boards were in the closet."
United States
Terry
Kanaloa at Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

3.0 star property
Holualoa Village
8.6 out of 10, Excellent, (553)
"Room was clean and it had absolutely everything that you might need for a nice vacation, starting with kitchen appliances and utensils, and finishing with beach chairs, umbrella, noodles etc."
Canada
Florica
Royal Sea Cliff Kona by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

3.0 star property
Waikoloa
8.8 out of 10, Excellent, (503)
"Property was quiet, clean and everything you need was close by. Whether you wanted dinner, groceries, beach or activities. "
United States
Joshua
Fairway Villas Waikoloa by OUTRIGGER

Mauna Lani Point

4.0 star property
Kamuela
9.2 out of 10, Wonderful, (305)
"The view was great. When the weather is good, awesome sunset! Great for golf get away."
United States
Won
Mauna Lani Point

Kona Reef Resort

3.0 star property
Historic Kailua Village
8.6 out of 10, Excellent, (170)
"This property is right next door to Honl’s Beach, the place where boogie boarding was first invented. Our ocean-view room was fantastic - very comfortable, lovely view, loved having breakfast on the lanai each morning listening to the waves and rue birds. Location is excellent and we had no trouble with finding parking each night when we returned from our day’s activities. "
United States
Martha
Kona Reef Resort

Kona Reef, A Raintree Vacation Club Resort

3.0 star property
Historic Kailua Village
8.6 out of 10, Excellent, (458)
"Great"
United States
christopher charles
Kona Reef, A Raintree Vacation Club Resort

The Islands at Mauna Lani - CoralTree Residence Collection

4.0 star property
Kamuela
9.4 out of 10, Exceptional, (118)
"Very comfortable and easy to access nearby places"
Canada
Pravesh
The Islands at Mauna Lani - CoralTree Residence Collection

Hale Kona Kai by Casago Kona

3.5 star property
Historic Kailua Village
7.0 out of 10, Good, (16)
"Room was spotless Furnished with everything we could need. Great Ocean views,Ocean breezes and the sounds of the ocean waves ,so close to the town made this a memorable stay! Very friendly host is just there when we needed her."
United States
Rama
Hale Kona Kai by Casago Kona

Shores at Waikoloa

3.5 star property
Waikoloa
8.0 out of 10, Very good, (259)
"Fully equipped kitchen, beach chairs and cooler bag was provided as well."
Canada
Csaba
Shores at Waikoloa

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

Kailua-Kona
10.0 out of 10, Exceptional, (162)
"This home and the owner are absolutely exceptional!!! We did not want to leave it felt like home. Great amenities and close to so many activities and the airport. "
United States
Kara F.
The price is NZ$759
includes taxes & fees
29 Nov - 30 Nov
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

The Flying Honu is located in the heart of Kona Town

Historic Kailua Village
9.8 out of 10, Exceptional, (86)
"Great location and value."
United States
Tiffany A.
The price is NZ$288
includes taxes & fees
23 Nov - 24 Nov
The Flying Honu is located in the heart of Kona Town

A Private Getaway in the Rainforest. One mile from Volcano National Park.

Volcano
9.6 out of 10, Exceptional, (256)
"I stayed at Bill’s property for about a week, doing hybrid work and spending time with nearby family. It was a lovely experience, very comfortable, lovely surroundings, and perfect for me"
United States
Mary Alice H.
The price is NZ$340
includes taxes & fees
17 Nov - 18 Nov
A Private Getaway in the Rainforest. One mile from Volcano National Park.

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

Pahoa
9.4 out of 10, Exceptional, (358)
"We recently stayed at this property and it was a perfect fit for our group of 6! We were all very comfortable and loved the view! Great location and easy to get to a variety of activities around the island. Liv was easy to work with and had an easy check in / out process. "
United States
Lacie H.
Newly Renovated in June 2025, 3-Level Oceanfront Home with views from every room
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

Find out more about Hawaii Island

Everything you need to know about Hawaii Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hawaii Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hawaii Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hawaii Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hawaii Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hawaii Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hawaii Island holiday rentals we have selected for you start as low as NZ$244 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hawaii Island rentals

At Expedia, we put the best Hawaii Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hawaii Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hawaii Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hawaii Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.