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

Windward Coast Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Windward Coast vacation rentals

1. Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Kailua
8.8 out of 10, Excellent, (5 reviews)
"Great communication with host - property as advertised- we had a great stay"
United States
Wytske K.
$1,487 nightly
The price is $1,743
Aug 25 - Aug 26
Total with taxes and fees
Luxurious five-bedroom modern retreat

2. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,750 reviews)
"Nice and quick staff!! Good location"
United States
Dina
$197 nightly
The price is $234
Aug 17 - Aug 18
Total with taxes and fees
Aston at the Waikiki Banyan

3. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,278 reviews)
"The "
United States
Sebastian
$142 nightly
The price is $168
Sep 7 - Sep 8
Total with taxes and fees
Skyline Island Colony Hotel

4. 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, (38 reviews)
"Location was ideal as it was close to many things and across the street from great food trucks. The parking was a bit of a hike but nice that it was included in the price of the room. Condo was small but kept up well."
United States
Kim S.
$248 nightly
The price is $290
Aug 14 - Aug 15
Total with taxes and fees
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

5. Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very Good, (376 reviews)
"Geselle was so nice and help us with some of our need. Will recommend this place to our friend."
United States
WILLIAM Tomas
$206 nightly
The price is $245
Aug 20 - Aug 21
Total with taxes and fees
Tropical Studios at Marine Surf Waikiki

6. 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, (41 reviews)
"Overall experience was great free parking walking distance to the beach plenty of places to keep busy 👍"
United States
Erwin
$459 nightly
The price is $545
Aug 14 - Aug 15
Total with taxes and fees
Partial Ocean View Condo with King or Queen Bed and Parking

7. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (612 reviews)
"Great location"
United States
Rodolfo Luz
$210 nightly
The price is $249
Aug 12 - Aug 13
Total with taxes and fees
Royal Kuhio

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

Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
Waianae
8.0 out of 10, Very Good, (162 reviews)
"Beautiful view of valley and very peaceful. Property is really kept up. Great Security and Staff. Enjoyed our stay there...Teally enjoyed the peacocks roaming around the grounds."
United States
Catherine L.
$257 nightly
The price is $301
Aug 13 - Aug 14
Total with taxes and fees
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

9. Waikiki renovated modern studio

Waikiki renovated modern studio
Waikiki
9.2 out of 10, Wonderful, (114 reviews)
"I like everything about this hotel 💯"
United States
Kreta
$180 nightly
The price is $210
Aug 12 - Aug 13
Total with taxes and fees
Waikiki renovated modern studio

10. Luxury Beachfront Condo with Ocean View

Luxury Beachfront Condo with Ocean View
Hauula
9.2 out of 10, Wonderful, (49 reviews)
"Great location and beautiful scenery "
United States
Heather K.
$654 nightly
The price is $760
Aug 17 - Aug 18
Total with taxes and fees
Luxury Beachfront Condo with Ocean View

11. Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi
Waikiki
9.8 out of 10, Exceptional, (50 reviews)
"Great stay, wish we were staying longer!"
United States
Mariah H.
$228 nightly
The price is $267
Sep 8 - Sep 9
Total with taxes and fees
Charming cozy condo in marvelous Honolulu with WiFi

12. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,248 reviews)
"Very good view and nice hotel"
United States
Tirrell
$213 nightly
The price is $252
Aug 31 - Sep 1
Total with taxes and fees
Aston Waikiki Sunset

13. 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, (134 reviews)
"Really convenient location, a beautiful view, comfortable amenities. Pleasant and helpful communication with host."
United States
April B.
$229 nightly
The price is $268
Aug 15 - Aug 16
Total with taxes and fees
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

14. Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (180 reviews)
"Very friendly staff and a great location. Right in the heart of the shopping district 5 minute walk to the beach."
United States
NICHOLAS
$327 nightly
The price is $388
Aug 29 - Aug 30
Total with taxes and fees
Marriott Vacation Club, Waikiki

15. Hotel Suite in Waikiki, near the beach

Hotel Suite in Waikiki, near the beach
Waikiki
9.4 out of 10, Exceptional, (28 reviews)
"Awesome cozy and clean property.The bed configuration with two beds and one large sofa bed is perfect for a family of 4. Host is very responsive and attentive to all our needs. This place is close to everything and walking distance to Waikiki Beach, Shopping, Grocery and restaurants. If you want to explore rest of Honolulu, the Bus stop is also within one block. We explored Pearl Harbor and Ala Moana mall via bus and it was fun. Definitely recommend and will rebook next time I am in Honolulu."
United States
Naeem
$295 nightly
The price is $345
Aug 25 - Aug 26
Total with taxes and fees
Hotel Suite in Waikiki, near the beach

16. 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
$465 nightly
The price is $552
Aug 16 - Aug 17
Total with taxes and fees
Diamond Head and Ocean views with King Bed and Parking

17. Aloha Suite Near the Sea III - 2 Block Walk to Beach!

Aloha Suite Near the Sea III - 2 Block Walk to Beach!
Waikiki
10.0 out of 10, Exceptional, (119 reviews)
"Yea it was pretty epic, loveddddd the walk being real close to an ABC store and the beach"
United States
ariadne
$257 nightly
The price is $301
Aug 31 - Sep 1
Total with taxes and fees
Aloha Suite Near the Sea III - 2 Block Walk to Beach!

18. "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, (54 reviews)
"Perfect place to visit North Shore. Close to lots of great things to do. Perfect view of ocean. "
United States
David P.
$672 nightly
The price is $786
Sep 1 - Sep 2
Total with taxes and fees
"Hina Hideaway", Views, A/C, ~5 min Walk to Beach

19. King Bed/Renovated/Canal& Mountain View/Walk Beach

King Bed/Renovated/Canal& Mountain View/Walk Beach
Waikiki
9.6 out of 10, Exceptional, (64 reviews)
"Clean space, great location, very responsive host. Would gladly stay here again!"
United States
Emily K.
$291 nightly
The price is $340
Sep 7 - Sep 8
Total with taxes and fees
King Bed/Renovated/Canal& Mountain View/Walk Beach

20. Relaxing Ocean View Boutique Condo - 20th FL

Relaxing Ocean View Boutique Condo - 20th FL
Waikiki
9.2 out of 10, Wonderful, (82 reviews)
"Great location to explore Waikīkī!"
United States
David N.
$217 nightly
The price is $254
Aug 30 - Aug 31
Total with taxes and fees
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windward Coast Hotel Reviews

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 $168 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