A coastal landscape with a mountain range, a town, and a clear blue sea.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Windward Coast holiday rentals

A coastal cityscape with a beach, high-rise buildings, and a clear view of the ocean.

1. Partial Ocean View Condo with King or Queen Bed and Parking

Partial Ocean View Condo with King or Queen Bed and Parking
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (43 reviews)
"Overall everything was great the property is next to the shopping center and store"
United States
Jessy
The price is £361
includes taxes & fees
11 Oct - 12 Oct
Partial Ocean View Condo with King or Queen Bed and Parking
A well-maintained outdoor area with a lawn, lounge chairs, and tables, overlooking a beach with palm trees and a clear sky.

2. @ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel

@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
Diamond Head - Kapahulu - St. Louis
9.4 out of 10, Exceptional, (65 reviews)
"Great location around diamond head area, close to regional park."
United States
Weijuan
The price is £314
includes taxes & fees
2 Nov - 3 Nov
@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
Beach

3. Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
Waianae
7.8 out of 10, Good, (168 reviews)
"Perfect place for 2 college students on a budget! Incredible views of both the mountains and ocean!"
United States
hannah c.
The price is £231
includes taxes & fees
11 Oct - 12 Oct
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
A beach with clear turquoise water, a sandy shore, and a rocky outcrop.

4. Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.8 out of 10, Good, (123 reviews)
"Room was very nice . The vie w was awesome. Nice quite no one bothered you. Security was very nice to see there. There is a bus stop there if you don’t have a car. It’s peaceful and beautiful."
United States
Rose
The price is £256
includes taxes & fees
13 Oct - 14 Oct
Elite Condo with Spectacular VIEWS ❤️
A sunset over the ocean with rocky shorelines and trees framing the view.

5. Comfortable Condo on Turtle Bay Golf Course Sleeps 5

Comfortable Condo on Turtle Bay Golf Course Sleeps 5
Kahuku
9.6 out of 10, Exceptional, (254 reviews)
"really enjoyed our stay - thank you!"
United States
Carl B.
The price is £440
includes taxes & fees
3 Nov - 4 Nov
Comfortable Condo on Turtle Bay Golf Course Sleeps 5
A beach with palm trees, umbrellas, and people.

6. 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!
Waikiki
9.8 out of 10, Exceptional, (216 reviews)
"The location was wonderful, not far from the beach and delicious eateries and great coffee shops close by.Thoroughly enjoyed our stay."
United States
Vicki G.
The price is £219
includes taxes & fees
15 Oct - 16 Oct
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
A living room with a sofa, a coffee table, a TV, a bed, a balcony with a view of buildings, and a ceiling fan.

7. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,789 reviews)
"It’s family friendly and the rooms were really roomy but checking out was challenging with the elevators…you might want to get a jump on checking out or look into late check out…"
United States
Nadine
The price is £157
includes taxes & fees
24 Oct - 25 Oct
Aston at the Waikiki Banyan
An aerial view of a resort with multiple buildings, a large pool area, and a beachfront location.

8. Delux, spacious, clean condo with AC, WIFI, pool, golf course, near famous beach

Delux, spacious, clean condo with AC, WIFI, pool, golf course, near famous beach
Kahuku
7.8 out of 10, Good, (221 reviews)
"We had a great time at the stay. Clean and well maintained condo. Communication was excellent. Check in was smooth and appreciate the free parking right in front of the condo. Would stay again."
United States
Princy
The price is £282
includes taxes & fees
11 Oct - 12 Oct
Delux, spacious, clean condo with AC, WIFI, pool, golf course, near famous beach
A high-rise building with multiple floors, likely a hotel, with lights on each floor, situated by a body of water with reflections.

9. King Bed • Renovated • Canal & Mountain View • Walk to Beach

King Bed • Renovated • Canal & Mountain View • Walk to Beach
Waikiki
9.6 out of 10, Exceptional, (68 reviews)
"Clean space, great location, very responsive host. Would gladly stay here again!"
United States
Emily K.
The price is £212
includes taxes & fees
17 Oct - 18 Oct
King Bed • Renovated • Canal & Mountain View • Walk to Beach
A modern kitchen with a large window, a flat-screen TV, and a dining area with a table set for two.

10. Newly Renovated · Ocean View Corner Studio · King Bed · Walk to Beach

Newly Renovated · Ocean View Corner Studio · King Bed · Walk to Beach
Waikiki
9.4 out of 10, Exceptional, (41 reviews)
"Would not hesitate to stay here again. It was perfect for our needs - accessible to everything in Waikiki, great views, clean, comfortable, and cozy."
United States
Robert A.
The price is £228
includes taxes & fees
23 Oct - 24 Oct
Newly Renovated · Ocean View Corner Studio · King Bed · Walk to Beach
A beach with clear turquoise waters, sandy shores, and palm trees.

11. Diamond Head and Ocean views with King Bed and Parking

Diamond Head and Ocean views with King Bed and Parking
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (22 reviews)
"Very clean. Excellent communication. Good value. Code didn’t work at check-in but resolved quickly over the phone. Views are very nice."
United States
Vadim
The price is £326
includes taxes & fees
11 Oct - 12 Oct
Diamond Head and Ocean views with King Bed and Parking
A modern bedroom with a large bed, a ceiling fan, a guitar, and a view of the outdoors.

12. NEW! RusticLuxe — Fully Custom Boss Cabin at Turtle Bay

NEW! RusticLuxe — Fully Custom Boss Cabin at Turtle Bay
Kahuku
10.0 out of 10, Exceptional, (27 reviews)
"Great accomodations, very good communication and instructions, and plenty of towels, toiletries, and kitchen-ware items."
United States
Charles S.
The price is £374
includes taxes & fees
16 Oct - 17 Oct
NEW! RusticLuxe — Fully Custom Boss Cabin at Turtle Bay
A modern outdoor seating area with a curved sofa, round tables, and a fire pit, overlooking a beach and palm trees.

13. SEArider TWO at Turtle Bay (1 bedroom / 1 bath)

SEArider TWO at Turtle Bay (1 bedroom / 1 bath)
Kahuku
10.0 out of 10, Exceptional, (20 reviews)
"Overall amazing experience. We had to book last minute lodging and the host, Nicole has been superb. She was so attentive, very responsive and super welcoming. The place looked like we are at a resort in Maldives and I was very satisfied with everything. We will definitely book again the next time we visit!"
United States
Sansung C.
The price is £506
includes taxes & fees
23 Oct - 24 Oct
SEArider TWO at Turtle Bay (1 bedroom / 1 bath)
A hotel room with a bed, a nightstand, a lamp, a balcony with a table and chairs, and a city view.

14. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,306 reviews)
"Great place"
United States
Iurii
The price is £112
includes taxes & fees
11 Oct - 12 Oct
Skyline Island Colony Hotel
A beach with palm trees and a building in the background.

15. Awesome view. Walking distance to beach, restaurants, shopping

Awesome view. Walking distance to beach, restaurants, shopping
Waikiki
9.4 out of 10, Exceptional, (33 reviews)
"Great location and view"
United States
Tarin K.
The price is £220
includes taxes & fees
14 Oct - 15 Oct
Awesome view. Walking distance to beach, restaurants, shopping
A kitchen with a central island, two teal chairs, a sink, and a view of greenery outside.

16. Turtle Bay One Bedroom

Turtle Bay One Bedroom
Pupukea
7.8 out of 10, Good, (44 reviews)
"Super cute one bedroom mini apartment. My husband and I both thought the bed was really comfortable. We both slept great. The communication was top-notch when I needed assistance. Instructions on how to get into the property confused me a smidgen but I'm new to using VRBO. I wish the Wi-Fi would have worked in the unit. That was my only frustration but everything else I thought was well worth the price."
United States
Madeline
The price is £346
includes taxes & fees
24 Oct - 25 Oct
Turtle Bay One Bedroom
A balcony with a table and chairs overlooking a cityscape and ocean.

17. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,297 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
The price is £176
includes taxes & fees
23 Oct - 24 Oct
Aston Waikiki Sunset
A beach with clear turquoise water, a sandy shore, and a rocky outcrop.

18. Charming Studio Apartment with Cold AC in fabulous Makaha

Charming Studio Apartment with Cold AC in fabulous Makaha
Waianae
9.0 out of 10, Wonderful, (34 reviews)
"Clean and nice place to stay. It met our needs while we were there."
United States
bryon S.
The price is £252
includes taxes & fees
13 Oct - 14 Oct
Charming Studio Apartment with Cold AC in fabulous Makaha
A high-rise hotel with multiple floors, a rooftop pool, and a view of the ocean.

19. Relaxing Ocean View Boutique Condo - 20th FL

Relaxing Ocean View Boutique Condo - 20th FL
Waikiki
9.2 out of 10, Wonderful, (86 reviews)
"Bright, clean, very close to the beach and amenities. Would highly recommend!"
United States
Anna E.
The price is £185
includes taxes & fees
15 Oct - 16 Oct
Relaxing Ocean View Boutique Condo - 20th FL
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.
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Top Windward Coast Hotel Reviews

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

8/10 Good
"The only reason I would not give 5 stars for everything is because the elevator situation is terrible. It is mad chaos to get on in the lobby and the elevators are so hot and u get stuck in them opening at every floor. Other than the elevators the resort was beautiful"
Matthew Wade 7-night trip
Posted 3 hours ago
Sheraton Waikiki Beach Resort

Find out more about Windward Coast

Everything you need to know about Windward Coast 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 Windward Coast holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Windward Coast holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windward Coast holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windward Coast. 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 Windward Coast 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 Windward Coast holiday rentals we have selected for you start as low as £112 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windward Coast rentals

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

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