
Vacation Rentals in Hawaii
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- Upfront pricingWe are not like the others - we include taxes and fees
Top Cities in Hawaii

Kailua-Kona
Our top choices for Hawaii vacation rentals

1. Aston Waikiki Sunset
Aston Waikiki Sunset
2. Aston Kaanapali Shores
Aston Kaanapali Shores
3. The Whaler Resort Kaanapali Beach
The Whaler Resort Kaanapali Beach
4. Napili Shores Maui by OUTRIGGER
Napili Shores Maui by OUTRIGGER
5. Aulani, Disney Vacation Club Villas
Aulani, Disney Vacation Club Villas
6. soulfactory Hawaii
soulfactory Hawaii
7. Napili Village Hotel
Napili Village Hotel
8. Skyline Island Colony Hotel
Skyline Island Colony Hotel
9. Royal Kuhio
Royal Kuhio
10. The Surf Hideaway is walking distance to everything Kona
The Surf Hideaway is walking distance to everything Kona
11. Aston Maui Kaanapali Villas
Aston Maui Kaanapali Villas
12. Tropical Studios at Marine Surf Waikiki
Tropical Studios at Marine Surf Waikiki
13. Honua Kai Konea Resort by KBM
Honua Kai Konea Resort by KBM
14. Front Row, Ultimate Luxury Condo, Ocean, Yachts, Fireworks, Restaurants, FUN!
Front Row, Ultimate Luxury Condo, Ocean, Yachts, Fireworks, Restaurants, FUN!
15. Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
16. Ko Olina | Beach & Pool Access | Tropical Resort Stay
Ko Olina | Beach & Pool Access | Tropical Resort Stay
17. Modern Island Studio
Modern Island Studio
18. Waikiki Shore by OUTRIGGER
Waikiki Shore by OUTRIGGER
19. @ Marbella Lane Scenic Ocean & Lagoonview Studio
@ Marbella Lane Scenic Ocean & Lagoonview Studio
20. Ocean View Condo in the Heart of Kona
Ocean View Condo in the Heart of KonaFind vacation rentals that suit your style
Top Hawaii Hotel Reviews

Hilton Hawaiian Village Waikiki Beach Resort
Find out more about Hawaii
Aloha to your slice of paradise in a Hawaii vacation rental
How much is a vacation rental in Hawaii?
Expedia has fantastic deals starting at just $173, up to $858 per night for top-end luxury vacation rentals in Hawaii. Prices depend on your travel details, such as location, dates, and property amenities.
How many vacation rentals are available in Hawaii?
There are Hawaii vacation rentals for you to choose from. At Expedia, you have a great selection of amazing properties all in one place, you just have to select your ideal stay.
Where can I find the best vacation rentals in Hawaii?
Discover the vibrant energy of a vacation rental on Oahu with North Shore’s gigantic waves, famous Waikiki beach, and exciting nightlife of Honolulu. Book a stay on Maui where spectacular waterfalls, laid-back beaches, and the luxury resort town of Wailea offer something for everyone. Get a Kauai island vacation rental to enjoy emerald mountain beauty and proximity to Poipu Beach—a gorgeous kid-friendly swimming spot. For volcanic drama, choose to rent a property on Big Island and feel the lava power beneath you. The Hawaiian Islands each have a unique flavor, so discover your dream vacation rental with Expedia.
What type of vacation rental can I get in Hawaii?
A stay in a Hawaiian vacation rental could be a serene oceanfront cottage for two or a resort property stacked with watersports for the whole family. Condos, aparthotels, and luxury villas are just some of the vacation rentals Expedia offers in Hawaii. Use our property type search filter to pick the one for you.
What amenities should I look out for in a vacation rental in Hawaii?
On-site casinos, hot tubs, and pools are the luxury extras that make your vacation special. And free Wi-Fi, air-conditioning, and parking can make your stay more comfortable. The right amenities can make all the difference to your Hawaii vacation rental.
What are some great ocean view vacation rentals in Hawaii?
Panoramas are par for the course in Hawaii, so why not go for the breathtaking ocean views and dramatic vistas at the exquisite Hyatt Residence Club Upper Floor Villa on Lahaina Beach in Maui. Another option is a modern oceanfront condo at Aston Kona by the Sea in the historic district of Kailua-Kona on the Big Island. And the palatial 4 bedroom villa on the 6th hole of Princeville’s Makai Golf Course on Kauai offers spectacular ocean views from the property and from your bubbling hot tub.
Why book a vacation rental in Hawaii?
With many Hawaii vacation rentals on luxurious resorts, you get the best of the hotel experience with the freedom of your own space. That means access to incredible pools, spas, gyms, and beaches when you want them, and total privacy when you don’t. You can also rent other property types like vacation homes, you have plenty of choice.
How to get the best deal for a vacation rental in Hawaii?
Find an incredible deal on your Hawaii vacation rental by checking out the latest offers on Expedia. Or simply enter your travel dates and use our search filters to narrow your selection by price, amenities, or property type. The map makes it easy to choose a vacation rental on your favorite Hawaiian island or beach.
When is the best time to enjoy a vacation rental in Hawaii?
Hawaii’s beautiful temperatures all year makes it a fantastic vacation rental destination anytime. Visitors love travelling to Hawaii in to escape the weather at home. But low season means more deals on vacation rentals and quieter beaches in .
Why book a vacation rental with Expedia?
Expedia has incredible prices on Hawaii vacation rentals, flights, and car rentals from all the big names and bundled them together for you. And when you book these deals together, you get even bigger discounts!
Can I change or cancel my vacation rental?
Plans change—which is why we keep things flexible. You may be able to cancel your booking depending on the property and the type of deals you chose. Just go into your itinerary and follow the instructions or visit our Customer Service page for more help. For future bookings, keep an eye out for our flexible options, like free cancellation and reserve now, pay later.
Can I cancel my vacation rental?
Expedia offers free cancellation as well as reserve now, pay later options on some vacation rentals. Look out for details when you book or check your itinerary to see if your existing booking qualifies for cancellation. For more information on how to cancel or change your booking go to our Customer Service Portal.
Explore a world of travel with Expedia
- Budget in Honolulu
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- Villas in Kailua-Kona
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- Cottages in Princeville
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- Kailua-Kona Vacation Rentals
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