Hawaii Island Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Hawaii Island

Pool
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
10.0 out of 10, Exceptional, (134)
"We had an amazing time staying here. Close to everything. Quiet. We didn’t want to leave!! Can’t wait to come back and stay here again."
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
Property grounds
The Flying Honu is located in the heart of Kona Town
10.0 out of 10, Exceptional, (12)
"My two teen kids and I LOVED this place. It is beautiful and has a ton of character, we were so sad we o Lu got to stay for one night and really hope we can return someday. Hosts are exceptionally kind and interesting people, don’t miss a chance to chat with them a bit. I stayed at six places on my trip and this was definitely my favorite. Location is great too for walking into Kona town or getting to most other places n the island."
The price is NZ$290
per night
18 May - 19 May
The Flying Honu is located in the heart of Kona Town
Property grounds
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
10.0 out of 10, Exceptional, (4)
"This was one of our favorite vacation rentals we’ve ever stayed in! It exceeded our expectations in every way. There had been several upgrades done since we booked with new flooring and furnishings. It was light and airy with fresh ocean breezes. We especially loved the outdoor lanai with chairs, tables, and hammocks, and spent a great deal of time just enjoying the quiet sounds of nature and spectacular view of the ocean. Everything we needed was provided, the kitchen well stocked, and we truly...
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
Save an average of 15% on thousands of hotels when you're signed in
On the beach, white sand, beach cabanas, sun-loungers
Mauna Kea Residences
4.0 star property
10.0 out of 10, Exceptional, (27)
"The beach on the property was awesome. The guys on the ATV's on the beach need to minimize there trips past the chairs with umbrellas, they went back and forth too much. They also need to travel down the sides of the chairs not through the middle divide of the chairs. "
Mauna Kea Residences
View from property
Makai Hideaway 600ft from Ocean Giant Deck/Gameroom Ask about 10 day special
10.0 out of 10, Exceptional, (157)
"This is the perfect place for a quiet family getaway. House has everything you could ask for with comfortable beds and pillows. Full kitchen with spices on hand. Game room and dvds on first floor. Incredible views from balcony and snorkeling sets, kayaks, boogie boards etc. Private, primitive snorkeling site that can be reached scrambling over lava rocks (stairs washed out)- Not for small kiddos or anyone needing assistance, but most people would have no problem, especially since it’s so private...
Makai Hideaway 600ft from Ocean Giant Deck/Gameroom Ask about 10 day special
Exterior
Hand Crafted Luxury Home with Jacuzzi & Fireplace
10.0 out of 10, Exceptional, (243)
"This was the perfect house for us. We especially loved the separate bedroom for our son to stay in. It was a fully stocked kitchen and a nice grill so we cooked in every night. The hot tub was great too! Mindi and John are wonderful hosts with top notch communication. The location was perfect for exploring the National Park and surrounding areas. The pictures just don't do this place justice, it's way cooler!"
Hand Crafted Luxury Home with Jacuzzi & Fireplace
Aerial view
Newly updated condo in the heart of downtown Kona. One block from the beach
9.8 out of 10, Exceptional, (12)
"This property is located within walking distance of anything you might need. Also, the property is very well equipped for anything you might want to do; prepare a meal or take a lunch by the ocean. Having the washer and drier in the unit made our stay that much more convenient since we were diving and were able to clean and dry our diving clothes everyday. We had absolutely no issues with our stay."
Newly updated condo in the heart of downtown Kona. One block from the beach
Beach
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill
9.8 out of 10, Exceptional, (129)
"Nicely appointed 2 bdrm, 2 bath condo. Beautiful property with ocean front pool with food and drink service. Shops and restaurants nearby. Great location for a relaxing getaway."
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill
Property grounds
Kona Alii#401 Beautiful 4th Flr corner condo w/ Elevators,INCREDIBLE LOCATION
9.8 out of 10, Exceptional, (19)
"It was wonderful"
Kona Alii#401 Beautiful 4th Flr corner condo w/ Elevators,INCREDIBLE LOCATION
On the beach, beach towels
Ocean View Studio, Walk to Magic Sands and Kahaluu -Free Wifi
9.8 out of 10, Exceptional, (87)
"I enjoyed my stay there!"
Ocean View Studio, Walk to Magic Sands and Kahaluu -Free Wifi
Aerial view
Kona Islander Inn Condo, fresh and new remodeled, on Ali'i Drive
9.6 out of 10, Exceptional, (162)
"The unit was very clean. It had everything needed for an awesome stay. Plenty of shopping and restaurants very close. Across the street from the ocean. Loved being on the ground floor. I would stay here again."
The price is NZ$462
per night
22 May - 23 May
Kona Islander Inn Condo, fresh and new remodeled, on Ali'i Drive
Beach
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
9.6 out of 10, Exceptional, (31)
"Everything was great, from the cleanliness, to the prompt communication with the staff when any questions were had. It was a nice addition to have swim/snorkel accessories, such as the boogey boards, swim noodles, sun screen, etc. Definitely had a comfortable stay and would stay here again."
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
Property grounds
Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419
9.6 out of 10, Exceptional, (86)
"Property was the best we have stayed at, right on the beach/water! You cannot ask for a better location. It's close to kona downtown, close to many larger beaches and gorgeous views. We'd stay here again for sure."
Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419
On the beach
Direct Oceanfront Condo on Private Beach Resort *Central AC *
9.6 out of 10, Exceptional, (147)
"na"
Direct Oceanfront Condo on Private Beach Resort *Central AC *
Beach
Sea Village
2.5 star property
9.4 out of 10, Exceptional, (14)
"Check in was snow, the room guaranteed by 4:00 pm, I was there at 3:40pm and they won’t let us to the room till 4:00pm, this resort didn’t provide shampoo and conditioner, it is kind of weir."
The price is NZ$547
per night
27 May - 28 May
Sea Village
View from property
3-Level OCEANFRONT HOME
9.4 out of 10, Exceptional, (303)
"Location and ocean view was FANTASTIC. While it's not a 5-star/ $1000 per night hotel, it has everything you would need/ expect from an excellent beach house. We were only a group of 2, but the house easily could accommodate 6 people. Great jumping off point to see sites on this side of the island (Hilo, Volcano, towns that existed a few years ago but then were taken by lava). Don't miss Uncle Robert's on Wednesday night with other locals. It was a great time. Also, the Lava Flow museum in Pahoa...
3-Level OCEANFRONT HOME
Sun-loungers
HO'OMAHA! *Well equipped, Cozy Condo* Steps from Ali'i drive, Kailua-Kona town
9.4 out of 10, Exceptional, (154)
"The condo is decorated nicely and located near restaurants and shopping area. The host answered us promptly with questions and addressing concern/issue. We met a nice "neighbor" on the same floor and had a pleasant visit with her and her dog. Kalalau beach is near by which provides nice snorkeling experience. We will come back and visit again."
HO'OMAHA! *Well equipped, Cozy Condo* Steps from Ali'i drive, Kailua-Kona town
Exterior
Mauna Lani Point
4.0 star property
9.2 out of 10, Wonderful, (262)
"Comfortable, clean, quaint, well-equipped unit! Marvallee was wonderful with communication! Location is EXCELLENT!!!"
Mauna Lani Point
View from property
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
9.2 out of 10, Wonderful, (179)
"We had a great trip! The condo was just as advertised. The location was great, just a short walk to town and THAT VIEW!"
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
Aerial view
CASTLE Hali'i Kai at Waikoloa
4.0 star property
9.0 out of 10, Wonderful, (628)
"Love love loved staying here. Perfect for a family of 5. We made many great memories. The one feedback we would give is wish the hot tub was open past 8 pm. Mahalo!"
CASTLE Hali'i Kai at Waikoloa
Don't see what you're looking for?
See all available properties in Hawaii Island
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.

Other types of properties in Hawaii Island you may be interested in

Beach nearby
Kona Coast Resort
3.5 star property
9.4 out of 10, Exceptional, (1010)
"Loved our stay at Kona coast-resort! Will definitely be back."
Kona Coast Resort
2 outdoor pools, pool umbrellas, pool loungers
Hilton Grand Vacations Club Kings’ Land Waikoloa
4.0 star property
9.2 out of 10, Wonderful, (1016)
"Access to all the Hilton pools was awesome. The text concierge was very convenient. Spacious rooms. Overall a great stay"
The price is NZ$508
per night
16 May - 17 May
Hilton Grand Vacations Club Kings’ Land Waikoloa
Outdoor pool, pool cabanas (surcharge), pool umbrellas
Royal Kona Resort
3.5 star property
8.2 out of 10, Very good, (2532)
"The property was a little outdated but taken care of well. Room service was on time every day. Staff was friendly and helpful. The area around the resort was nice and shops were easily walkable. Only complaint would be the area had a decent amount of homeless people but that isn't the resorts fault. Would definitely come back"
The price is NZ$381
per night
19 May - 20 May
Royal Kona Resort
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hawaii Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hawaii Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hawaii Island. Seeing all the best attractions is bound to make you fall in love with Hawaii Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hawaii Island short-term rentals, that won’t be hard to do.

Recent reviews of Hawaii Island properties
Expedia verified reviews