A cityscape with a mountain in the background and vibrant pink flowers in the foreground.

Hawaii Holiday Rentals

Dates

November 2026

December 2026

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Top cities in Hawaii

A beach with palm trees, a sunset, and surfers carrying surfboards.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Hawaii holiday rentals

1. soulfactory Hawaii

Waikiki

Emily

includes taxes & fees

8 Nov - 9 Nov

A resort with multiple buildings, a beach, and a mountainous backdrop.

2. Aston Kaanapali Shores

Lahaina

Dina

includes taxes & fees

15 Nov - 16 Nov

A modern hotel room with a balcony, a sofa, a bed, and a television.

3. Newly renovated Waikiki Studios

Waikiki

includes taxes & fees

11 Nov - 12 Nov

4. The Whaler Resort Kaanapali Beach

Kannapali Beach Area

zachary

includes taxes & fees

1 Dec - 2 Dec

A building with a pool, surrounded by tropical vegetation and palm trees, overlooking a clear blue ocean.

5. Napili Village Hotel

Lahaina

Dawa

includes taxes & fees

8 Nov - 9 Nov

A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

6. Aston Maui Kaanapali Villas

Kannapali Beach Area

Mariano

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a bed featuring a coastal view, two bedside lamps, and a pillow with 'Aloha' embroidered on it.

7. Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Waikiki

Ashlyn G.

includes taxes & fees

11 Nov - 12 Nov

A well-maintained garden with a palm tree, stone wall, and outdoor seating area.

8. The Surf Hideaway is walking distance to everything Kona

Historic Kailua Village

Anna H.

includes taxes & fees

13 Nov - 14 Nov

9. Aulani, Disney Vacation Club Villas

Ko Olina

David

includes taxes & fees

12 Nov - 13 Nov

A balcony with a table set for two, featuring a bottle of wine and two glasses.

10. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei

pablo

includes taxes & fees

3 Dec - 4 Dec

A covered outdoor seating area with a table and two chairs, overlooking a scenic view of the ocean and distant buildings.

11. Studio Kohala Big Island Ocean View

Kohala Estates

Alfred D.

includes taxes & fees

8 Nov - 9 Nov

A balcony with a table set for two, overlooking a beach and ocean.

12. Waikiki Shore by OUTRIGGER

Waikiki

Alex Sau Chim

includes taxes & fees

9 Nov - 10 Nov

A resort with a clear pool, palm trees, and a waterfall.

13. HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

Princeville

Rhonda R.

includes taxes & fees

9 Nov - 10 Nov

A resort with multiple buildings, a swimming pool, and a view of the ocean and mountains.

14. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

North Kihei

Luukia R.

includes taxes & fees

17 Nov - 18 Nov

A resort with a pool, palm trees, and a view of the ocean.

15. Ocean View Condo in the Heart of Kona

Holualoa Village

Pamela C.

includes taxes & fees

26 Nov - 27 Nov

A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

16. Napili Shores Maui by OUTRIGGER

Lahaina

Steve

includes taxes & fees

21 Nov - 22 Nov

A modern living room with a large flat-screen TV, a sofa, a coffee table, and a view of the ocean through large sliding doors.

17. Aston Waikiki Sunset

Waikiki

Angel

includes taxes & fees

8 Dec - 9 Dec

A modern living room with a leather sofa, wooden coffee table, and a city view through large windows.

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

Waikiki

Anonymous traveller

includes taxes & fees

8 Nov - 9 Nov

A balcony with a view of a sunset over palm trees and a row of modern buildings.

19. Beautiful, Renovated, Hale Kamaole 159

South Kihei

Christopher

includes taxes & fees

13 Nov - 14 Nov

A bedroom with a wooden dresser, two wicker chairs, a large mirror, and a painting of a landscape.

20. Modern Island Studio

Princeville

Chuck

includes taxes & fees

17 Nov - 18 Nov

View all properties

Find holiday rentals that suit your style

Top Hawaii Hotel Reviews

A resort with a swimming pool, lounge areas, and a view of the ocean.

The Resort at Kapalua Bay, Maui

Lahaina

10/10 Excellent

Anonymous traveller

An indoor swimming pool with a clear view of the sky through the ceiling, surrounded by lounge chairs and a stone wall.

Hampton Inn & Suites Oahu/Kapolei

Kapolei

10/10 Excellent

Cassie

A poolside area with lounge chairs and umbrellas, overlooking the ocean at sunset.

Halepuna Waikiki by Halekulani

Waikiki

10/10 Excellent

Pauline

An aerial view of a resort with a swimming pool, palm trees, and ocean views.

Kauai Shores Hotel

Waipouli

10/10 Excellent

David James

A pool area with a water slide, palm trees, and lounge chairs.

Sheraton Waikiki Beach Resort

Waikiki

10/10 Excellent

Melinda

A pool area with a waterfall, lounge chairs, and tropical plants.

Embassy Suites By Hilton Oahu Kapolei

City Center

10/10 Excellent

YiShan

A resort pool with clear water, palm trees, and a waterfall.

Hilton Grand Vacations Club Kings’ Land Waikoloa

Waikoloa

10/10 Excellent

Helen

A swimming pool with lounge chairs, a barbecue area, and a view of the ocean and mountains.

The Mauian - Boutique Beach Studios on Napili Bay

Lahaina

10/10 Excellent

This small, delightful and friendly hotel/condo was a fantastic find. I chose it because it is small, there are no TV's and no air con in the rooms, it is mid-priced for Maui and convenient to where we needed to stay on the island. For once the photos on the internet did not do it justice. The rooms are well appointed and the partial ocean view still stunning. The complimentary continental breakfast every morning suited us and was an added bonus. The gardens are beautiful.

Louise

A high-rise building with a balcony overlooking a cityscape.

Embassy Suites by Hilton Waikiki Beach Walk

Waikiki

10/10 Excellent

Neil

A rooftop pool area with lounge chairs and umbrellas, surrounded by high-rise buildings.

Hilton Grand Vacations Club Hokulani Waikiki Honolulu

Waikiki

10/10 Excellent

Paul

A hotel atrium with a waterfall, indoor plants, and a view of the building's interior.

Hyatt Regency Waikiki Beach Resort & Spa

Waikiki

10/10 Excellent

Michelle

A house with a red roof and white walls, surrounded by lush greenery and trees.

Lokahi Lodge

Volcano

10/10 Excellent

Matt

A person seated on a balcony chair with a cityscape and water in the background.

Coconut Waikiki Hotel

Waikiki

10/10 Excellent

Highly recommend the Coconut! We have stayed at 15+ different hotels in Waikiki and the Coconut has been one of our favourites. Fantastic staff with 24hr front desk. Clean and well kept lobby and pool areas. Spotless housekeeping. Spacious room with comfortable king bed and kitchenette that was very handy. Nice little gym and a self-serve laundry. Lovely views of Ala Wai canal. Great location with easy access to local buses, shops, beaches - all within walking distance. The daily hurricane...

Amy

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$406 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.

Hawaii Holiday Rentals

Change your mind

Treat yourself

Be picky

Top cities in Hawaii

Honolulu

Check prices for these dates

Our top choices for Hawaii holiday rentals

1. soulfactory Hawaii

2. Aston Kaanapali Shores

3. Newly renovated Waikiki Studios

4. The Whaler Resort Kaanapali Beach

5. Napili Village Hotel

6. Aston Maui Kaanapali Villas

7. Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

8. The Surf Hideaway is walking distance to everything Kona

9. Aulani, Disney Vacation Club Villas

10. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

11. Studio Kohala Big Island Ocean View

12. Waikiki Shore by OUTRIGGER

13. HBR Family Lockoff 1206, Mountain View, Close to the Pool Add'l Resort Fees

14. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

15. Ocean View Condo in the Heart of Kona

16. Napili Shores Maui by OUTRIGGER

17. Aston Waikiki Sunset

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

19. Beautiful, Renovated, Hale Kamaole 159

20. Modern Island Studio

Find holiday rentals that suit your style

Top Hawaii Hotel Reviews

The Resort at Kapalua Bay, Maui

10/10 Excellent

Find out more about Hawaii

Hawaii holiday rentals: An excellent choice for every season

How to find incredible deals on Hawaii rentals

Explore a world of travel with Expedia