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

Windward Coast Vacation Rentals

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Windward Coast vacation rentals

A balcony with a table and chairs overlooking a cityscape and ocean.

1. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,283 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
$191 nightly
The price is $227
Oct 25 - Oct 26
Total with taxes and fees
Aston Waikiki Sunset
A beach with clear turquoise waters, sandy shores, and palm trees.

2. 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, (21 reviews)
"Very close to the beach. Amenities like the sauna were really nice"
United States
John
$386 nightly
The price is $459
Sep 29 - Sep 30
Total with taxes and fees
Diamond Head and Ocean views with King Bed and Parking
A hotel room with a bed, a nightstand, a lamp, a balcony with a table and chairs, and a city view.

3. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,300 reviews)
"Great place"
United States
Iurii
$124 nightly
The price is $148
Sep 29 - Sep 30
Total with taxes and fees
Skyline Island Colony Hotel
A beach with clear water, palm trees, and high-rise buildings in the background.

4. NEW Fall Deal Walk to Waikiki Beach from a Cool City Studio

NEW Fall Deal Walk to Waikiki Beach from a Cool City Studio
Waikiki
9.4 out of 10, Exceptional, (77 reviews)
"Stayed here for 20 days. Great location and a block away from the beach."
United States
Arpita B.
$390 nightly
The price is $460
Sep 27 - Sep 28
Total with taxes and fees
NEW Fall Deal Walk to Waikiki Beach from a Cool City Studio
A coastal cityscape with high-rise hotels, a beach, and a mountain in the background.

5. Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop
Waikiki
9.8 out of 10, Exceptional, (40 reviews)
"Wonderful place and wonderful host! Will come again."
United States
AVenture
$231 nightly
The price is $271
Sep 29 - Sep 30
Total with taxes and fees
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop
A pier structure with a sunset view through its open end.

6. Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very good, (378 reviews)
"Perfect location. View from the balcony was amazing. Bed mattress could be updated."
United States
Alejandro Ray
$242 nightly
The price is $288
Sep 27 - Sep 28
Total with taxes and fees
Tropical Studios at Marine Surf Waikiki
A tiki statue in a garden with palm trees and tropical plants, under a covered walkway.

7. Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
Waikiki
9.0 out of 10, Wonderful, (135 reviews)
"Really convenient location, a beautiful view, comfortable amenities. Pleasant and helpful communication with host."
United States
April B.
$220 nightly
The price is $258
Oct 2 - Oct 3
Total with taxes and fees
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
A nighttime cityscape with a prominent high-rise building reflecting on the water.

8. Waikiki renovated modern studio

Waikiki renovated modern studio
Waikiki
9.2 out of 10, Wonderful, (115 reviews)
"I like everything about this hotel 💯"
United States
Kreta
$177 nightly
The price is $207
Sep 27 - Sep 28
Total with taxes and fees
Waikiki renovated modern studio
A living room with a sofa, a coffee table, a TV, a bed, a balcony with a view of buildings, and a ceiling fan.

9. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.4 out of 10, Good, (2,769 reviews)
"The check in was easy and they even let us check in a few hours early when we only meant to drop off luggage. Room was clean and large- a little older style but roomy with great view.parking was plentiful. Great location to everything. The people at desk and parking were so nice. Have stayed there before will return!"
United States
Jocelyn
$188 nightly
The price is $223
Oct 11 - Oct 12
Total with taxes and fees
Aston at the Waikiki Banyan
A beach with palm trees and a building in the background.

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

Awesome view. Walking distance to beach, restaurants, shopping
Waikiki
9.4 out of 10, Exceptional, (32 reviews)
"Great location and view"
United States
Tarin K.
$236 nightly
The price is $278
Sep 28 - Sep 29
Total with taxes and fees
Awesome view. Walking distance to beach, restaurants, shopping
A coastal cityscape with a beach, high-rise buildings, and a clear view of the ocean.

11. 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, (42 reviews)
"Overall everything was great the property is next to the shopping center and store"
United States
Jessy
$413 nightly
The price is $490
Sep 27 - Sep 28
Total with taxes and fees
Partial Ocean View Condo with King or Queen Bed and Parking
A high-rise building with multiple floors, likely a hotel, with lights on each floor, situated by a body of water with reflections.

12. 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, (67 reviews)
"Clean space, great location, very responsive host. Would gladly stay here again!"
United States
Emily K.
$247 nightly
The price is $291
Sep 27 - Sep 28
Total with taxes and fees
King Bed • Renovated • Canal & Mountain View • Walk to Beach
A room with a large window offering a view of a cityscape and greenery.

13. Soothing Hawaii Condo - 18th FL

Soothing Hawaii Condo - 18th FL
Waikiki
9.2 out of 10, Wonderful, (78 reviews)
"Great location"
United States
Jacki M.
$205 nightly
The price is $241
Sep 27 - Sep 28
Total with taxes and fees
Soothing Hawaii Condo - 18th FL
A well-maintained outdoor area with a lawn, lounge chairs, and tables, overlooking a beach with palm trees and a clear sky.

14. @ 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
@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
A beach with clear blue water, a city skyline, and a mountain in the background.

15. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (628 reviews)
"The location was great, it’s within walking distance to every thing."
United States
MARIA ISABEL
$249 nightly
The price is $296
Oct 14 - Oct 15
Total with taxes and fees
Royal Kuhio
A cityscape at dusk with illuminated buildings.

16. Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi
Waikiki
9.8 out of 10, Exceptional, (58 reviews)
"Great stay, wish we were staying longer!"
United States
Mariah H.
$209 nightly
The price is $245
Sep 29 - Sep 30
Total with taxes and fees
Charming cozy condo in marvelous Honolulu with WiFi
A dining area with a wooden table and wicker chairs, a view of the outdoors through large windows, and a bench with cushions.

17. "Hina Hideaway", Views, A/C, ~5 min Walk to Beach

"Hina Hideaway", Views, A/C, ~5 min Walk to Beach
Punaluu
10.0 out of 10, Exceptional, (53 reviews)
"Perfect place to visit North Shore. Close to lots of great things to do. Perfect view of ocean. "
United States
David P.
$568 nightly
The price is $670
Sep 28 - Sep 29
Total with taxes and fees
"Hina Hideaway", Views, A/C, ~5 min Walk to Beach
A beach with clear water, palm trees, and umbrellas.

18. Spacious Condo on Turtle Bay Golf Course

Spacious Condo on Turtle Bay Golf Course
Kahuku
9.6 out of 10, Exceptional, (22 reviews)
"Perfect condo for 2 people, very clean & well stocked; great location; will definitely rebook for a future visit. "
United States
Carolyn T.
$526 nightly
The price is $571
Sep 30 - Oct 1
Total with taxes and fees
Spacious Condo on Turtle Bay Golf Course
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windward Coast Hotel Reviews

'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

10/10 Excellent
"Awesome"
Sinatra Latef 3-night trip
Posted 7 hours ago
'Alohilani Resort Waikiki Beach

Find out more about Windward Coast

Everything you need to know about Windward Coast vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windward Coast vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windward Coast vacation 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 low season months. For more hustle and bustle, you may prefer to visit Windward Coast in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $148 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windward Coast rentals

At Expedia, we put the best Windward Coast vacation 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 vacation.

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.

Explore a world of travel with Expedia