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Leeward Coast Vacation Rentals

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Our top choices for Leeward Coast vacation rentals

1. 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 9 - Aug 10
Total with taxes and fees
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

2. Studio Nene - Beaches, King Bed, Mountains

Studio Nene - Beaches, King Bed, Mountains
Waianae
10.0 out of 10, Exceptional, (4 reviews)
"The location is quiet and private. It is well decorated and had everything we needed, plus things we didn't know we needed...like beach towels, beach chairs and beach gear."
United States
Blaine J.
$355 nightly
The price is $416
Aug 15 - Aug 16
Total with taxes and fees
Studio Nene - Beaches, King Bed, Mountains

3. Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.6 out of 10, Good, (118 reviews)
"I love staying here, it’s very relaxing and the views from up here is beautiful "
United States
Kealoha G.
$251 nightly
The price is $294
Aug 9 - Aug 10
Total with taxes and fees
Elite Condo with Spectacular VIEWS ❤️

4. 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, (31 reviews)
"Clean and nice place to stay. It met our needs while we were there."
United States
bryon S.
$315 nightly
The price is $368
Aug 10 - Aug 11
Total with taxes and fees
Charming Studio Apartment with Cold AC in fabulous Makaha

5. Studio- Ocean View Hideaway

Studio- Ocean View Hideaway
Waianae
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely loved the place! Would definitely come back- the hosts outdid themselves. Everything was accounted for that we could possibly need! Can’t wait to come back. "
United States
Naina S.
$428 nightly
The price is $501
Aug 11 - Aug 12
Total with taxes and fees
Studio- Ocean View Hideaway

6. Sleep 12, Hot Tub, Beach 5 min, Oahu West Side

Sleep 12, Hot Tub, Beach 5 min, Oahu West Side
Waianae
10.0 out of 10, Exceptional, (4 reviews)
"We had an awesome stay, the rooms were really spacious and super clean. The interior is calm and welcoming, everything was at its proper place and well furnished. Our 16 month old had a time of her life running around bare foot in the large house! The host (emma) is very kind, super responsive, and flexible. I wish we had stayed longer. "
United States
Rajarshi
$1,175 nightly
The price is $1,375
Aug 11 - Aug 12
Total with taxes and fees
Sleep 12, Hot Tub, Beach 5 min, Oahu West Side

7. 🏄‍♀️ Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 12 Oahu Top New Home 🏝️

🏄‍♀️ Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 12 Oahu Top New Home 🏝️
Waianae
10.0 out of 10, Exceptional, (1 review)
"We had an amazing time! There were 5 adults and 5 kids and we still felt like we had plenty of room. The arcade games and the garage space were perfect for our teens. Our host was very communicative and everything was laid out very nicely for us. We would 100% recommend staying here!"
United States
Mandi B.
$876 nightly
The price is $1,028
Aug 20 - Aug 21
Total with taxes and fees
🏄‍♀️ Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 12 Oahu Top New Home 🏝️

8. 4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng
Waianae
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful views, great host, away from the hustle and bustle of mega hotels. "
United States
Winston B.
$1,093 nightly
The price is $1,278
Aug 18 - Aug 19
Total with taxes and fees
4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

9. Kalo Collective ~ Mauka to Makai

Kalo Collective ~ Mauka to Makai
Waianae
10.0 out of 10, Exceptional, (6 reviews)
"The host was very attentive and was in constant touch with me on how our stay was and if we needed anything. The house was beautiful and was perfect for our trip. The house was in a gated community so we felt safe and was away from all the hustle and bustle. If we ever do get to come back, I would definitely stay here again!! "
United States
Raina G.
$1,118 nightly
The price is $1,305
Aug 10 - Aug 11
Total with taxes and fees
Kalo Collective ~ Mauka to Makai

10. 3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym

3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym
Waianae
10.0 out of 10, Exceptional, (8 reviews)
"Perfect visit. What an awesome space. "
United States
Chris W.
$929 nightly
The price is $1,085
Aug 11 - Aug 12
Total with taxes and fees
3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym

11. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,012 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
$647 nightly
The price is $768
Sep 2 - Sep 3
Total with taxes and fees
Aulani, Disney Vacation Club Villas

12. 4 beds, Near Beach, Pool, Spa, Gym, Ocean Views

4 beds, Near Beach, Pool, Spa, Gym, Ocean Views
Waianae
10.0 out of 10, Exceptional, (6 reviews)
"We had a great time on this property. It was clean, spacious, and the owners were very good at responding in a timely matter. My family of 6 and I would definitely stay here again. "
United States
Claudia S.
$1,121 nightly
The price is $1,310
Sep 8 - Sep 9
Total with taxes and fees
4 beds, Near Beach, Pool, Spa, Gym, Ocean Views

13. 🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub

🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub
Waianae
10.0 out of 10, Exceptional, (10 reviews)
"Great communication with Emma. The house is lovely and the living space was especially great for a women’s group trip. We would stay here again!"
United States
Christina P.
$1,055 nightly
The price is $1,234
Aug 28 - Aug 29
Total with taxes and fees
🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub

14. 4 Bdrm, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

4 Bdrm, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng
Makaha Valley
10.0 out of 10, Exceptional, (1 review)
"Beautiful home with a beautiful view. Our family of eight stayed comfortably in the home, we all had plenty of space."
United States
Jessica E.
$1,106 nightly
The price is $1,295
Aug 12 - Aug 13
Total with taxes and fees
4 Bdrm, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

15. 🌺Oahu Million Dollar Ocean View • Sleeps 14, Pool, Spa, Near Beach, w/AC, BBQ🌺

🌺Oahu Million Dollar Ocean View • Sleeps 14, Pool, Spa, Near Beach, w/AC, BBQ🌺
Waianae
9.8 out of 10, Exceptional, (22 reviews)
"Beautiful location with mountain and ocean views right next to the pool. Your home was spacious enough for myself and my family. We loved the personal welcome with my name when we came through the door. The full kitchen and grill we used alot enjoying eachothers company at the 8 top kitchen table. Definitely would recommend this house to family and friends and will definitely return and rent again"
United States
Kehaulani O.
$1,052 nightly
The price is $1,234
Aug 13 - Aug 14
Total with taxes and fees
🌺Oahu Million Dollar Ocean View • Sleeps 14, Pool, Spa, Near Beach, w/AC, BBQ🌺

16. 3 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

3 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
Waianae
10.0 out of 10, Exceptional, (2 reviews)
"Everything made it a great stay. Great communication from the host. Place was very clean and well maintained. Plenty of supplies."
United States
Steven M.
$1,249 nightly
The price is $1,458
Aug 15 - Aug 16
Total with taxes and fees
3 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

17. Lani Kai Ocean View Villa, Sleeps 12 Pool + Hot Tub. Family-Friendly! Privacy!

Lani Kai Ocean View Villa, Sleeps 12 Pool + Hot Tub. Family-Friendly! Privacy!
Waianae
$1,162 nightly
The price is $1,359
Aug 10 - Aug 11
Total with taxes and fees
Lani Kai Ocean View Villa, Sleeps 12 Pool + Hot Tub. Family-Friendly! Privacy!

18. 4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
Waianae
10.0 out of 10, Exceptional, (2 reviews)
"Host was very communicative and welcoming. Beautiful scenery and quiet community. Loved our stay "
United States
Amy C.
$1,150 nightly
The price is $1,349
Aug 14 - Aug 15
Total with taxes and fees
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

19. 4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
Waianae
10.0 out of 10, Exceptional, (2 reviews)
"Had a wonderful stay here with family. Location had very beautiful views of the Ocean and Mountains. "
United States
Anonymous traveler
$1,181 nightly
The price is $1,379
Aug 31 - Sep 1
Total with taxes and fees
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

20. 4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ
Waianae
9.8 out of 10, Exceptional, (9 reviews)
"We really enjoyed our stay at this property. The house was extremely clean and the kitchen was well stocked. The backyard is beautifully landscaped with plenty of seating as well as a hot tub. We really appreciated the beach towels, coolers, boards, etc. Having those things available made our time at the beach that much more enjoyable. Kerstan is an excellent host who communicated with us throughout our stay. I highly recommend this property. "
United States
Kathryn P.
$1,256 nightly
The price is $1,468
Aug 14 - Aug 15
Total with taxes and fees
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ
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 Leeward Coast Hotel Reviews

Find out more about Leeward Coast

Everything you need to know about Leeward 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 Leeward 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 Leeward Coast vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Leeward Coast vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Leeward 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 Leeward 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 $502 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 Leeward Coast rentals

At Expedia, we put the best Leeward 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 Leeward 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 Leeward 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 Leeward 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.

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