Compare Hawaii Island Vacation Rentals

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Hawaii Island Rentals

Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
75-6106 Alii Dr, Kailua-Kona, HI
21.2 mi from city center
$323 nightly
The price is $381 total per night
$381 total
Oct 20 - Oct 21
Total with taxes and fees
At Aston Kona by the Sea, guests have access to an outdoor pool, a hot tub, and meeting rooms. You'll find limited parking. Front-desk staff can assist with concierge services and luggage storage. Other amenities at this beach aparthotel include conference space, a terrace, and laundry facilities.
Pool
Hot Tub
Kona Bali Kai

Kona Bali Kai

2 out of 5
76-6246 Alii Drive, Kailua-Kona, HI
20.74 mi from city center
$335 nightly
The price is $396 total per night
$396 total
Oct 1 - Oct 2
Total with taxes and fees
Guests staying at Kona Bali Kai enjoy an outdoor pool, a hot tub, and a picnic area. Free parking is included with your stay. This smoke-free condo building also has barbecue grills.
Pool
Hot Tub
Castle Kanaloa at Kona

Castle Kanaloa at Kona

3 out of 5
78-261 Manukai Street, Kailua-Kona, HI
19.6 mi from city center
3 outdoor pools, outdoor tennis courts, and free WiFi in public areas are featured at Castle Kanaloa at Kona. You can take advantage of free parking, along with an area shuttle for a fee. Front-desk staff can assist with luggage storage, securing valuables, and tours or tickets. Additional amenities include a hot tub, a terrace, and a vending machine.
Pool
Hot Tub
Castle Hali'i Kai at Waikoloa

Castle Hali'i Kai at Waikoloa

4 out of 5
69-1029 Nawahine Pl, Waikoloa, HI
29.96 mi from city center
Castle Hali'i Kai at Waikoloa features an outdoor pool, a children's pool, and a gym. There's free parking and a shopping center shuttle. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Other amenities at this golf aparthotel include free WiFi in public areas, a hot tub, and barbecue grills.
Pool
Hot Tub
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

3 out of 5
75-6040 Alii Dr, Kailua-Kona, HI
21.39 mi from city center
2 outdoor pools, free WiFi in public areas, and a hot tub are featured at Royal Sea Cliff Kona by OUTRIGGER. Free parking is available if you drive. Front-desk staff can assist with concierge services and luggage storage. Additional amenities include an outdoor tennis court, a terrace, and barbecue grills.
Pool
Hot Tub
Plumeria Hilo Hotel

Plumeria Hilo Hotel

3 out of 5
1303 Kalanianaole St, Hilo, HI
42.68 mi from city center
$180 nightly
The price is $194 total per night
$194 total
Oct 5 - Oct 6
Total with taxes and fees
You can put free parking to good use if you drive.
Parking included
Free WiFi
Mauna Lani Point

Mauna Lani Point

4 out of 5
68-1050 Mauna Lani Point Dr., Kamuela, HI
30.37 mi from city center
Guests staying at Mauna Lani Point enjoy access to a golf course, an outdoor pool, and a sauna. If you decide to drive, there's free parking. Front-desk staff can assist with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this beach condo building include free WiFi in public areas, a hot tub, and a terrace.
Pool
Hot Tub
Sea Village

Sea Village

2.5 out of 5
75-5992 Ali‘i Dr, Kailua-Kona, HI
21.51 mi from city center
$218 nightly
The price is $258 total per night
$258 total
Oct 1 - Oct 2
Total with taxes and fees
Guests staying at Sea Village enjoy an outdoor pool, free WiFi in public areas, and barbecue grills. If you plan to drive, free parking is available. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours.
Pool
Kitchen
Kanaloa at Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

3 out of 5
78-261 Manukai St, Kailua-Kona, HI
19.46 mi from city center
3 outdoor pools, outdoor tennis courts, and free WiFi in public areas are featured at Kanaloa at Kona by OUTRIGGER. If you plan to drive, free parking is available. Other amenities at this golf condo building include a hot tub and laundry facilities.
Pool
Hot Tub
Sea Mountain

Sea Mountain

2.5 out of 5
95-788 Ninole Loop Road, Pahala, HI
30 mi from city center
$160 nightly
The price is $188 total per night
$188 total
Oct 26 - Oct 27
Total with taxes and fees
At Sea Mountain, guests have access to an outdoor pool, free WiFi in public areas, and a hot tub. You can take advantage of free parking if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Other amenities at this beach condo building include laundry facilities and barbecue grills.
Pool
Hot Tub
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

3 out of 5
69-200 Pohakulana, Waikoloa, HI
29.28 mi from city center
Guests of Fairway Villas Waikoloa by OUTRIGGER have access to an outdoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. Other amenities at this golf condo building include a hot tub and barbecue grills.
Pool
Hot Tub
Hale Kona Kai by Casago Kona

Hale Kona Kai by Casago Kona

3.5 out of 5
75-5870 Kahakai Road, Kailua-Kona, HI
21.91 mi from city center
An outdoor pool and free WiFi in public areas are features at Hale Kona Kai by Casago Kona. If you plan to drive, free parking is available. Multilingual staff is on hand to answer questions.
Pool
Kitchen
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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.

Hawaii Island Large Group Rentals

How to Book Vacation Rentals in Hawaii Island



🏠 What is the best price for Hawaii Island vacation rentals?

Hawaii Island vacation rentals range in price, starting at $188 per night.


🏠 What types of vacation rentals in Hawaii Island can I rent?

Orbitz offers a wide range of Hawaii Island rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Hawaii Island condo rentals.


🏠 Is it free to cancel my Hawaii Island vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Hawaii Island vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Hawaii Island. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Hawaii Island?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Hawaii Island apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Hawaii Island?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Hawaii Island package deals will get you even more savings.

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