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

Windward Coast Holiday Rentals

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Our top choices for Windward Coast holiday rentals

1. Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Enchanted Lake
8.8 out of 10, Excellent, (5 reviews)
"Great communication with host - property as advertised- we had a great stay"
United States
Wytske K.
The price is NZ$3,985
includes taxes & fees
18 Oct - 19 Oct
Luxurious five-bedroom modern retreat

2. 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 NZ$856
includes taxes & fees
25 Oct - 26 Oct
Partial Ocean View Condo with King or Queen Bed and Parking

3. @ 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 NZ$577
includes taxes & fees
16 Oct - 17 Oct
@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel

4. 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 NZ$521
includes taxes & fees
3 Nov - 4 Nov
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

5. 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 NZ$579
includes taxes & fees
27 Oct - 28 Oct
Elite Condo with Spectacular VIEWS ❤️

6. 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, (256 reviews)
"So comfortable and clean! A great space and location close to everything on the north shore. Very quiet and peaceful, modern/updated condo with great amenities!"
United States
Andrea
The price is NZ$1,019
includes taxes & fees
3 Nov - 4 Nov
Comfortable Condo on Turtle Bay Golf Course Sleeps 5

7. 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 NZ$517
includes taxes & fees
27 Oct - 28 Oct
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

8. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,791 reviews)
"Best vacation place to stay at."
United States
Kimberly
The price is NZ$371
includes taxes & fees
27 Oct - 28 Oct
Aston at the Waikiki Banyan

9. 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 NZ$646
includes taxes & fees
18 Oct - 19 Oct
Delux, spacious, clean condo with AC, WIFI, pool, golf course, near famous beach

10. 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 NZ$476
includes taxes & fees
17 Oct - 18 Oct
King Bed • Renovated • Canal & Mountain View • Walk to Beach

11. 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, (43 reviews)
The price is NZ$481
includes taxes & fees
23 Oct - 24 Oct
Newly Renovated · Ocean View Corner Studio · King Bed · Walk to Beach

12. 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 NZ$903
includes taxes & fees
25 Oct - 26 Oct
Diamond Head and Ocean views with King Bed and Parking

13. 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 NZ$843
includes taxes & fees
16 Oct - 17 Oct
NEW! RusticLuxe — Fully Custom Boss Cabin at Turtle Bay

14. 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 NZ$1,155
includes taxes & fees
23 Oct - 24 Oct
SEArider TWO at Turtle Bay (1 bedroom / 1 bath)

15. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,307 reviews)
"Great place"
United States
Iurii
The price is NZ$283
includes taxes & fees
19 Oct - 20 Oct
Skyline Island Colony Hotel

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

Awesome view. Walking distance to beach, restaurants, shopping
Waikiki
9.4 out of 10, Exceptional, (34 reviews)
"Great location and view"
United States
Tarin K.
The price is NZ$519
includes taxes & fees
13 Nov - 14 Nov
Awesome view. Walking distance to beach, restaurants, shopping

17. Turtle Bay One Bedroom

Turtle Bay One Bedroom
Pupukea
7.8 out of 10, Good, (45 reviews)
"We stayed here for over a week and really enjoyed it! It was a great spot and the hosts were so nice!"
United States
Marlee S.
The price is NZ$814
includes taxes & fees
27 Oct - 28 Oct
Turtle Bay One Bedroom

18. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,305 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
The price is NZ$416
includes taxes & fees
27 Oct - 28 Oct
Aston Waikiki Sunset

19. 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 NZ$567
includes taxes & fees
27 Oct - 28 Oct
Charming Studio Apartment with Cold AC in fabulous Makaha

20. 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 NZ$422
includes taxes & fees
27 Oct - 28 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

Find out more about Windward Coast

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Windward Coast holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Windward Coast. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Windward Coast. Seeing all the best attractions is bound to make you fall in love with Windward Coast. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Windward Coast short-term rentals, that won’t be hard to do.

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