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. Luxury Beachfront Condo with View

Luxury Beachfront Condo with View
Hauula
9.6 out of 10, Exceptional, (103 reviews)
The price is CA $319
CA $973 total
includes taxes & fees
Sep 24 - Sep 25
Luxury Beachfront Condo with View

2. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,267 reviews)
"It was great stay very convenient close to the beach and everything at short walking distance."
United States
Daniel
The price is CA $239
CA $342 total
includes taxes & fees
Sep 15 - Sep 16
Aston Waikiki Sunset

3. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,292 reviews)
"This place was so good"
United States
Tae
The price is CA $210
CA $307 total
includes taxes & fees
Sep 3 - Sep 4
Skyline Island Colony Hotel

4. "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.
The price is CA $490
CA $1,167 total
includes taxes & fees
Sep 29 - Sep 30
"Hina Hideaway", Views, A/C, ~5 min Walk to Beach

5. 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 $272
CA $701 total
includes taxes & fees
Sep 14 - Sep 15
Partial Ocean View Condo with King or Queen Bed and Parking

6. 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 $124
CA $402 total
includes taxes & fees
Sep 6 - Sep 7
King Bed/Renovated/Canal& Mountain View/Walk Beach

7. Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very good, (377 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 $152
CA $345 total
includes taxes & fees
Sep 8 - Sep 9
Tropical Studios at Marine Surf Waikiki

8. 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)
"The place was cozy and just perfect for a few days! Little extras for the beach and making light meals, so awesome! It was quiet, the AC worked well and the shower and water pressure very nice. Host is so responsive and helpful. Access to pool and the 2 hot tubs with no resort fee."
United States
Siobhan K.
The price is CA $114
CA $443 total
includes taxes & fees
Sep 21 - Sep 22
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

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 $116
CA $291 total
includes taxes & fees
Sep 27 - Sep 28
Waikiki renovated modern studio

10. 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, (122 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 $103
CA $402 total
includes taxes & fees
Sep 13 - Sep 14
Aloha Suite Near the Sea III - 2 Block Walk to Beach!

11. 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
Sep 22 - Sep 23
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

12. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,760 reviews)
The price is CA $221
CA $315 total
includes taxes & fees
Sep 3 - Sep 4
Aston at the Waikiki Banyan

13. Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi
Waikiki
9.8 out of 10, Exceptional, (52 reviews)
"Great stay, wish we were staying longer!"
United States
Mariah H.
The price is CA $123
CA $347 total
includes taxes & fees
Sep 9 - Sep 10
Charming cozy condo in marvelous Honolulu with WiFi

14. 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, (166 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 CA $173
CA $415 total
includes taxes & fees
Sep 17 - Sep 18
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

15. Diamond Head and Partial Ocean views with 2 Beds and Parking

Diamond Head and Partial Ocean views with 2 Beds and Parking
3.5 star property
Waikiki
9.2 out of 10, Wonderful, (40 reviews)
"It was a nice stay"
United States
Charles P
The price is CA $307
CA $742 total
includes taxes & fees
Sep 6 - Sep 7
Diamond Head and Partial Ocean views with 2 Beds and Parking

16. 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, (213 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 CA $103
CA $402 total
includes taxes & fees
Sep 13 - Sep 14
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

17. Little Paradise in Waikiki with Lovely Ocean -15th FL

Little Paradise in Waikiki with Lovely Ocean -15th FL
Waikiki
9.0 out of 10, Wonderful, (46 reviews)
"Clean and good access to shops and restaurant's."
United States
Kim S.
The price is CA $111
CA $326 total
includes taxes & fees
Sep 16 - Sep 17
Little Paradise in Waikiki with Lovely Ocean -15th FL

18. Relaxing Ocean View Boutique Condo - 20th FL

Relaxing Ocean View Boutique Condo - 20th FL
Waikiki
9.2 out of 10, Wonderful, (84 reviews)
"Bright, clean, very close to the beach and amenities. Would highly recommend!"
United States
Anna E.
The price is CA $145
CA $375 total
includes taxes & fees
Sep 26 - Sep 27
Relaxing Ocean View Boutique Condo - 20th FL

19. Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach

Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach
Waikiki
9.2 out of 10, Wonderful, (95 reviews)
"Very easy to communicate with host. Amazing location for the price."
United States
Derek B.
Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach
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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