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

Windward Coast Vacation Rentals

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Our top choices for Windward Coast vacation 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 CA $948
CA $2,421 total
includes taxes & fees
Aug 11 - Aug 12
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
The price is CA $229
CA $325 total
includes taxes & fees
Sep 6 - Sep 7
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, (2,276 reviews)
"The "
United States
Sebastian
The price is CA $149
CA $235 total
includes taxes & fees
Sep 7 - Sep 8
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, (37 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.
The price is CA $80
CA $402 total
includes taxes & fees
Aug 14 - Aug 15
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
The price is CA $159
CA $355 total
includes taxes & fees
Aug 18 - Aug 19
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
The price is CA $321
CA $760 total
includes taxes & fees
Aug 12 - Aug 13
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
The price is CA $310
CA $368 total
includes taxes & fees
Aug 20 - Aug 21
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.
The price is CA $174
CA $416 total
includes taxes & fees
Aug 9 - Aug 10
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
The price is CA $117
CA $294 total
includes taxes & fees
Aug 9 - Aug 10
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.
The price is CA $344
CA $1,001 total
includes taxes & fees
Aug 10 - Aug 11
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, (49 reviews)
"Great stay, wish we were staying longer!"
United States
Mariah H.
The price is CA $124
CA $344 total
includes taxes & fees
Aug 11 - Aug 12
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, (3,245 reviews)
"Very good view and nice hotel"
United States
Tirrell
The price is CA $236
CA $338 total
includes taxes & fees
Aug 9 - Aug 10
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.
The price is CA $139
CA $370 total
includes taxes & fees
Aug 15 - Aug 16
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
The price is CA $456
CA $541 total
includes taxes & fees
Aug 29 - Aug 30
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
The price is CA $166
CA $479 total
includes taxes & fees
Aug 25 - Aug 26
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
The price is CA $317
CA $756 total
includes taxes & fees
Aug 10 - Aug 11
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, (118 reviews)
"Yea it was pretty epic, loveddddd the walk being real close to an ABC store and the beach"
United States
ariadne
The price is CA $112
CA $413 total
includes taxes & fees
Aug 31 - Sep 1
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.
The price is CA $435
CA $1,094 total
includes taxes & fees
Sep 1 - Sep 2
"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.
The price is CA $177
CA $464 total
includes taxes & fees
Sep 7 - Sep 8
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.
The price is CA $137
CA $360 total
includes taxes & fees
Aug 13 - Aug 14
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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