Beginning of main content

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Free cancellation on most hotels. Because flexibility matters.


Vacation Rentals in Hawaii Island

Estimated price for 1 night/2 adults

Aston Kona by the Sea
Aston Kona by the Sea
3.0 out of 5.0 75-6106 Alii Dr, Kailua-Kona, HI
CA $321
4.3/5 (918 reviews)

This was a great place to stay. We had ocean front view, beautiful and we enjoyed the time spent here. Close enough to town to walk and we enjoyed the sound of the ocean & hope to have the opportunity to stay here again!

Reviewed on Mar. 28, 2020
Located in Kailua-Kona, this beachfront condo is in the historical district and within 3 mi (5 km) of Honl's Beach, Magic Sands Beach and Kahalu'u Beach Park. ...
Kanaloa at Kona by Castle
Kanaloa at Kona by Castle
3.0 out of 5.0 78-261 Manukai Street, Kailua-Kona, HI
3.6/5 (266 reviews)

We really enjoyed our stay at these condos! While not super modern or updated, they had everything we needed to cook and stay comfortably. The ocean view was amazing and we really enjoyed the ocean pool. The staff was friendly and it was close to Kona and other sites around the island. Overall, it ...

Reviewed on Mar. 23, 2020
Situated by the ocean, this condominium resort is 0.5 mi (0.8 km) from Keauhou Bay Beach and within 3 miles (5 km) of Kahalu'u Beach Park and Magic Sands Beach. ...
Castle Halii Kai at Waikoloa
Castle Halii Kai at Waikoloa
4.0 out of 5.0 69-1029 Nawahine Pl, Waikoloa, HI
4.4/5 (559 reviews)

Hali’i Kai is a beautiful condominium complex in Waikoloa Beach. It is convenient to the shops and restaurants and has a wonderful pool, gym, tennis and basketball courts. The only negative is that it was obvious that some of the full-time residents aren’t thrilled by having so many visitors around. ...

Reviewed on Mar. 22, 2020
Situated in Waikoloa, this golf condo is within 1 mile (2 km) of Dolphin Quest and Waikoloa Beach Golf Course. Waikōloa Beach and Kings Shops are also within ...
Castle Kona Bali Kai , a Condominium Resort
Castle Kona Bali Kai , a Condominium Resort
3.0 out of 5.0 76-6246 Alii Dr, Kailua-Kona, HI
3.3/5 (1285 reviews)

Loved the turtles on the property. There was no elevator at the building I was in

Reviewed on Mar. 21, 2020
Nestled on the beach, this Kailua-Kona condo is 1 mi (1.6 km) from Magic Sands Beach and 2.3 mi (3.6 km) from Kahalu'u Beach Park. Honl's Beach and Sadie Seymour ...
Mauna Lani Point
Mauna Lani Point
4.0 out of 5.0 68-1050 Mauna Lani Point Dr., Kamuela, HI
4.5/5 (240 reviews)

Like the property and it’s location very much. The condo we stayed was a bit far from water views. The condo was nice and big but bit dated. Do like the shuttle service that is free if u need a ride to the shopping center or beach,

Reviewed on Feb. 24, 2020
Offering direct access to the beach, this Kamuela condo is in the historical district, 0.6 mi (0.9 km) from Mauna Lani Beach, and 1.5 mi (2.5 km) from Waikoloa ...
Pagoda Hilo Bay
Pagoda Hilo Bay
2.0 out of 5.0 121 Banyan Drive, Hilo, HI
1.9/5 (29 reviews)

All good jus needed a place to sleep plus close to da beach and restaurant

Reviewed on Jan. 10, 2020
Situated in Hilo, this apartment building is steps away from Hamakua Heritage Corridor and Hamakua Coast. University of Hawaii at Hilo is 2.9 mi (4.7 km) ...
Colony I at Sea Mountain in Pahala
Colony I at Sea Mountain in Pahala
2.5 out of 5.0 95-788 Ninole Loop Road, Pahala, HI
4.4/5 (211 reviews)

Lovely condominium property on the southern end of the big island. The condo was spotless and comfortable. The property seemed a little deserted. The golf course is closed and somewhat overgrown but the pool and the walkways are well taken care of. We hope to get back there next year.

Reviewed on Mar. 7, 2020
Offering direct access to the beach, this Pahala condo is 0.4 mi (0.7 km) from Punalu'u Beach and within 9 mi (15 km) of Whittington Beach Park and Ka'u Coffee ...
The Islands at Mauna Lani
The Islands at Mauna Lani
4.0 out of 5.0 68-1375 Pauoa Rd, Kamuela, HI
4.6/5 (95 reviews)

Spacious and clean property. Very well stocked. We absolutely would stay here again! The office was a bit difficult to find. Other than that the office staff were very accommodating, responsive, and had great recommendations. We also enjoyed the gecko hanging out. There is a typical pest issue including ...

Reviewed on Jul. 4, 2019
Situated by the ocean, this luxury condo is 0.8 mi (1.3 km) from Great 4-D Movie Ride and 2.2 mi (3.5 km) from Waikoloa Beach Golf Course. Mauna Lani Beach and ...
Kanaloa at Kona by Outrigger
Kanaloa at Kona by Outrigger
3.0 out of 5.0 78-261 Manukai St, Kailua-Kona, HI
4.2/5 (463 reviews)

Loved the view and cleanliness. Quick response to assist us on accessing lock boxes and how to obtain our gate cards. Quick friendly check in and check out service. Quiet, panoramic views of the ocean.

Reviewed on Mar. 23, 2020
Situated in Kailua-Kona, this golf condo is 0.3 mi (0.5 km) from Keauhou Bay Beach and within 3 miles (5 km) of Kahalu'u Beach Park and Magic Sands Beach. Keauhou ...
Map

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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

Estimated price for 1 night/2 adults

Sheraton Kona Resort & Spa at Keauhou Bay

Sheraton Kona Resort & Spa at Keauhou Bay

78-128 Ehukai St, Kailua-Kona, HI
    4.0 out of 5.0
     
     

    Sheraton Kona Resort & Spa at Keauhou BayCA $234

    Apr. 9 - Apr. 10

    Sheraton Kona Resort & Spa at Keauhou BayCA $234
    Royal Kona Resort

    Royal Kona Resort

    75-5852 Alii Dr, Kailua-Kona, HI
      3.5 out of 5.0
       
       

      Royal Kona ResortCA $223

      May 6 - May 7

      Royal Kona ResortCA $223