Hawaii Island Holiday Rentals

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Holiday Rentals in Hawaii Island

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1120)
"Beautiful views and nice pool area close to Kona restaurants."
The price is NZ$882
includes taxes & fees
14 Oct - 15 Oct
Aston Kona by the Sea

Kona Bali Kai

2.0 star property
8.4 out of 10, Very good, (49)
"The views were stunning and the place was clean and had everything we needed and more. I would absolutely come back to this property again. "
The price is NZ$779
includes taxes & fees
19 Oct - 20 Oct
Kona Bali Kai

Castle Hali'i Kai at Waikoloa

4.0 star property
9.0 out of 10, Wonderful, (706)
"Good location and excellent accommodations"
Castle Hali'i Kai at Waikoloa

Castle Kanaloa at Kona

3.0 star property
7.6 out of 10, Good, (453)
"The view of this property was simply out of this world amazing. Every single morning we felt like we were in heaven! The room was lovely with plenty of space for everyone in our party. It almost felt like we were in a place outside of time. We will definitely be coming back here."
Castle Kanaloa at Kona

Royal Sea Cliff Kona by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (546)
"Staff very friendly "
Royal Sea Cliff Kona by OUTRIGGER

Sea Village

2.5 star property
8.8 out of 10, Excellent, (103)
"Check in was easy and quick. The room was very clean and had all thr things you would need while on vacation. The property was also very clean and we loved the location as well. Would highly recommend and return here for future vacations. "
The price is NZ$438
includes taxes & fees
26 Oct - 27 Oct
Sea Village

Plumeria Hilo Hotel

3.0 star property
9.2 out of 10, Wonderful, (7)
"Great place to stay"
The price is NZ$333
includes taxes & fees
13 Oct - 14 Oct
Plumeria Hilo Hotel

Mauna Lani Point

4.0 star property
9.2 out of 10, Wonderful, (300)
"Wish there was walking path access "
Mauna Lani Point

Kanaloa at Kona by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (528)
"Great place! Only draw back was paying 25.00 a day for air conditioning. "
Kanaloa at Kona by OUTRIGGER

Hale Kona Kai by Casago Kona

3.5 star property
7.6 out of 10, Good, (10)
"Everything was pretty good. The only issue that I had was that the place smelled like old cigarettes or cigars musty smell."
Hale Kona Kai by Casago Kona

Kona Reef, A Raintree Vacation Club Resort

3.0 star property
8.6 out of 10, Excellent, (448)
"The location is a must! "
Kona Reef, A Raintree Vacation Club Resort

Sea Mountain

2.5 star property
9.0 out of 10, Wonderful, (495)
"Off the beaten path, cute place."
The price is NZ$292
includes taxes & fees
26 Oct - 27 Oct
Sea Mountain

Fairway Villas Waikoloa by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (496)
"Looking forward to staying here again."
Fairway Villas Waikoloa by OUTRIGGER

Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

10.0 out of 10, Exceptional, (47)
"The house was perfect for our family’s stay. Beautiful and spacious. Close to restaurants and shops. That being said it could use some TLC. "
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

Kona Reef Resort

3.0 star property
8.6 out of 10, Excellent, (170)
"We stayed here for our wedding/honeymoon and the staff was very nice as well as the location was great for exploring "
Kona Reef Resort

The Surf Hideaway is walking distance to everything Kona

9.4 out of 10, Exceptional, (74)
"Great spot near downtown Kona "
The price is NZ$280
includes taxes & fees
3 Oct - 4 Oct
The Surf Hideaway is walking distance to everything Kona

Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation

9.6 out of 10, Exceptional, (195)
"Great property for our family stay. "
The price is NZ$1,026
includes taxes & fees
13 Oct - 14 Oct
Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation

Shores at Waikoloa

3.5 star property
8.0 out of 10, Very good, (257)
"We had a great stay! Would definitely go back. "
Shores at Waikoloa

Beautiful Pool with Stunning Ocean and Sunset Views

9.4 out of 10, Exceptional, (69)
"First time to Kona and this house was perfect. We have a family of 6 so it fit us perfectly with an open concept and plenty of outdoor space I would highly recommend and will probably stay here again the next time."
Beautiful Pool with Stunning Ocean and Sunset Views

The Flying Honu is located in the heart of Kona Town

9.8 out of 10, Exceptional, (79)
"Amazing location and well maintained property. Easy parking and host was very amenable to making the stay the best it could be. "
The price is NZ$317
includes taxes & fees
2 Oct - 3 Oct
The Flying Honu is located in the heart of Kona Town
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

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$280 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.