A coastal landscape with a beach, ocean waves, and lush green hills.

Hawaii Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Top Cities in Hawaii

Our top choices for Hawaii holiday rentals

1. Modern Hilo Hideaway - Gated Yard Gazebo

Modern Hilo Hideaway - Gated Yard Gazebo
2.0 star property
Hilo
The price is NZ$325
includes taxes & fees
30 Oct - 31 Oct
Modern Hilo Hideaway - Gated Yard Gazebo

2. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,287 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
The price is NZ$403
includes taxes & fees
16 Oct - 17 Oct
Aston Waikiki Sunset

3. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
9.0 out of 10, Wonderful, (1,026 reviews)
"Beautiful Resort"
United States
Karla
The price is NZ$1,340
includes taxes & fees
12 Oct - 13 Oct
Aulani, Disney Vacation Club Villas

4. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,889 reviews)
"Love this place!"
United States
Diana
The price is NZ$531
includes taxes & fees
17 Oct - 18 Oct
Napili Shores Maui by OUTRIGGER

5. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (241 reviews)
"thank you for the best stay! perfect location, stunning beach with walking distance to beach, cafe, and rentals. room had everything we needed, recommend upgrading to ocean view it was a treat!"
United States
ASHLEY
The price is NZ$383
includes taxes & fees
2 Nov - 3 Nov
Napili Village Hotel

6. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,351 reviews)
"Great Stay"
United States
Roopa Rani
The price is NZ$559
includes taxes & fees
10 Oct - 11 Oct
Aston Kaanapali Shores

7. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (482 reviews)
"Great place"
United States
Alessio
The price is NZ$1,169
includes taxes & fees
7 Oct - 8 Oct
The Whaler Resort Kaanapali Beach

8. The Surf Hideaway is walking distance to everything Kona

The Surf Hideaway is walking distance to everything Kona
Historic Kailua Village
9.4 out of 10, Exceptional, (129 reviews)
"Great place to stay for a night!"
United States
Anna H.
The price is NZ$291
includes taxes & fees
5 Oct - 6 Oct
The Surf Hideaway is walking distance to everything Kona

9. @ Marbella Lane - Executive Suite Steps to Beach

@ Marbella Lane - Executive Suite Steps to Beach
4.0 star property
Waikiki
The price is NZ$967
includes taxes & fees
29 Oct - 30 Oct
@ Marbella Lane - Executive Suite Steps to Beach

10. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,301 reviews)
"Great place"
United States
Iurii
The price is NZ$270
includes taxes & fees
11 Oct - 12 Oct
Skyline Island Colony Hotel

11. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (259 reviews)
"an excellant place to stay. peaceful, accomodating, overall perfect."
United States
Sandra H.
The price is NZ$563
includes taxes & fees
11 Oct - 12 Oct
Studio Kohala Big Island Ocean View

12. Aston Mahana at Kaanapali

Aston Mahana at Kaanapali
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1,833 reviews)
"Clean nice resort,with beautiful views and reasonable pricing!"
United States
Amit
The price is NZ$575
includes taxes & fees
7 Oct - 8 Oct
Aston Mahana at Kaanapali

13. Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
Princeville
9.8 out of 10, Exceptional, (148 reviews)
"Great property located in a great location. "
United States
Joe W.
The price is NZ$590
includes taxes & fees
11 Oct - 12 Oct
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

14. WAIKIK1 1BD NO RESORT FEE FREE PARKING BEACH ITEMS NETFLIX YOUTUBE NOT A STUDIO!

WAIKIK1 1BD NO RESORT FEE FREE PARKING BEACH ITEMS NETFLIX YOUTUBE NOT A STUDIO!
Waikiki
9.4 out of 10, Exceptional, (304 reviews)
"Excellent stay"
United Kingdom
Anonymous traveller
The price is NZ$822
includes taxes & fees
9 Oct - 10 Oct
WAIKIK1 1BD NO RESORT FEE FREE PARKING BEACH ITEMS NETFLIX YOUTUBE NOT A STUDIO!

15. Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
South Kihei
10.0 out of 10, Exceptional, (174 reviews)
"Perfect location, great parking. Excellent value and manager was wonderful. "
United States
Cheyenne M.
The price is NZ$653
includes taxes & fees
14 Oct - 15 Oct
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

16. Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (113 reviews)
"I’ve stayed at several units in the same complex and this one was one of the best. Nicely appointed and a great view from the lanai. The bed was very comfy and the AC worked great. It’s so nice to be able to walk across the street to such a nice beach, we even saw a turtle in the water."
United States
Daniel L.
The price is NZ$644
includes taxes & fees
23 Oct - 24 Oct
Beautiful, Renovated, Hale Kamaole 159

17. Modern Island Studio

Modern Island Studio
Princeville
9.8 out of 10, Exceptional, (287 reviews)
"We enjoyed our stay. It was super lovely. High quality beach gear was provided, including towels, snorkel gear, beach chairs, etc."
United States
Kyra N.
The price is NZ$585
includes taxes & fees
8 Oct - 9 Oct
Modern Island Studio

18. Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai

Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai
Hakalau
9.8 out of 10, Exceptional, (122 reviews)
"Beautiful property"
United States
Kelly A.
The price is NZ$510
includes taxes & fees
7 Oct - 8 Oct
Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai

19. Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

Islander Family Studio 137, Ground Floor, Steps to Pool and Beach
Waipouli
9.2 out of 10, Wonderful, (120 reviews)
"Wonderful location and beautiful beach!"
United States
cari w.
The price is NZ$588
includes taxes & fees
9 Oct - 10 Oct
Islander Family Studio 137, Ground Floor, Steps to Pool and Beach

20. Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.6 out of 10, Exceptional, (45 reviews)
"Everything was perfect!"
United States
Agassy
The price is NZ$612
includes taxes & fees
6 Oct - 7 Oct
Ocean View Condo in the Heart of Kona
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Hawaii Hotel Reviews

Find out more about Hawaii

Everything you need to know about Hawaii 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 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hawaii holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hawaii. 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 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 holiday rentals we have selected for you start as low as NZ$270 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hawaii rentals

At Expedia, we put the best Hawaii 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 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 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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia