A beach with rocks, ocean waves, and palm trees under a colorful sunset sky.

Leeward Coast Vacation Rentals

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Our top choices for Leeward Coast vacation rentals

1. Marriott's Ko'Olina Beach Club

Marriott's Ko'Olina Beach Club
4.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,025 reviews)
"Had the best time, everyone was so friendly and accommodating."
United States
Danielle
The price is CA $717
CA $851 total
includes taxes & fees
Oct 12 - Oct 13
Marriott's Ko'Olina Beach Club

2. Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.8 out of 10, Good, (121 reviews)
"I love staying here, it’s very relaxing and the views from up here is beautiful "
United States
Kealoha G.
The price is CA $133
CA $411 total
includes taxes & fees
Sep 23 - Sep 24
Elite Condo with Spectacular VIEWS ❤️

3. Ocean+Mountain Views|Beach 5 min|Free Parking

Ocean+Mountain Views|Beach 5 min|Free Parking
Waianae
10.0 out of 10, Exceptional, (1 review)
The price is CA $548
CA $1,756 total
includes taxes & fees
Sep 25 - Sep 26
Ocean+Mountain Views|Beach 5 min|Free Parking

4. 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.
The price is CA $226
CA $569 total
includes taxes & fees
Sep 28 - Sep 29
Studio Nene - Beaches, King Bed, Mountains

5. Single Level Home|Community Pool+Gym|Beach 5 Min

Single Level Home|Community Pool+Gym|Beach 5 Min
Waianae
10.0 out of 10, Exceptional, (8 reviews)
"Perfect visit. What an awesome space. "
United States
Chris W.
The price is CA $443
CA $1,416 total
includes taxes & fees
Sep 23 - Sep 24
Single Level Home|Community Pool+Gym|Beach 5 Min

6. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
9.0 out of 10, Wonderful, (1,023 reviews)
"Beautiful Resort"
United States
Karla
The price is CA $889
CA $1,056 total
includes taxes & fees
Oct 12 - Oct 13
Aulani, Disney Vacation Club Villas

7. Ocean View|Game Room|Beach 5 Min|Free Parking

Ocean View|Game Room|Beach 5 Min|Free Parking
Waianae
10.0 out of 10, Exceptional, (24 reviews)
"It was perfect for our group! All the amenities were a great perk!"
United States
Anonymous traveller
Ocean View|Game Room|Beach 5 Min|Free Parking

8. Paradise Ocean Mountain Views-comm. pool,spa&gym. Ping Pong, Air Hockey/foosball

Paradise Ocean Mountain Views-comm. pool,spa&gym. Ping Pong, Air Hockey/foosball
Waianae
10.0 out of 10, Exceptional, (16 reviews)
"What a wonderful stay! House was wonderful, host was incredible. Would recommend to anyone looking for a great stay. "
United States
Michelle H.
The price is CA $663
CA $1,612 total
includes taxes & fees
Sep 26 - Sep 27
Paradise Ocean Mountain Views-comm. pool,spa&gym. Ping Pong, Air Hockey/foosball

9. Ocean+Mountain View|Beach 5 Min|Fire Pit|Free PKG

Ocean+Mountain View|Beach 5 Min|Fire Pit|Free PKG
Waianae
10.0 out of 10, Exceptional, (2 reviews)
"Everything was perfect to include the amenities upon arrival made coffee on the patio after arrival effortless until we got to the store. This was perfect for our family "
United States
Karen W.
The price is CA $856
CA $2,159 total
includes taxes & fees
Sep 26 - Sep 27
Ocean+Mountain View|Beach 5 Min|Fire Pit|Free PKG

10. 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.
The price is CA $315
CA $699 total
includes taxes & fees
Sep 26 - Sep 27
Studio- Ocean View Hideaway

11. Single LVL Home|Beach 5 Min|Fire Pit|Free Parking

Single LVL Home|Beach 5 Min|Fire Pit|Free Parking
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.
The price is CA $515
CA $1,709 total
includes taxes & fees
Sep 25 - Sep 26
Single LVL Home|Beach 5 Min|Fire Pit|Free Parking

12. 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, (34 reviews)
"Clean and nice place to stay. It met our needs while we were there."
United States
bryon S.
The price is CA $133
CA $457 total
includes taxes & fees
Sep 23 - Sep 24
Charming Studio Apartment with Cold AC in fabulous Makaha

13. Beach 5 Min|BBQ|Community Pool+Gym|Free Parking

Beach 5 Min|BBQ|Community Pool+Gym|Free Parking
Waianae
10.0 out of 10, Exceptional, (2 reviews)
"Very accommodating property and host"
United States
Mike S.
The price is CA $536
CA $1,705 total
includes taxes & fees
Sep 23 - Sep 24
Beach 5 Min|BBQ|Community Pool+Gym|Free Parking

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, (168 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 $175
CA $422 total
includes taxes & fees
Oct 1 - Oct 2
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

15. 🤙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, (11 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.
The price is CA $503
CA $1,519 total
includes taxes & fees
Sep 28 - Sep 29
🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub

16. Beach 5 Min|Community Pool+Gym|Free Parking

Beach 5 Min|Community Pool+Gym|Free Parking
Waianae
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful views, great host, away from the hustle and bustle of mega hotels. "
United States
Winston B.
The price is CA $640
CA $1,794 total
includes taxes & fees
Oct 14 - Oct 15
Beach 5 Min|Community Pool+Gym|Free Parking

17. Ocean+Mountain View|Free Parking|BBQ|Beach 5 Min

Ocean+Mountain View|Free Parking|BBQ|Beach 5 Min
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 traveller
The price is CA $604
CA $1,744 total
includes taxes & fees
Sep 24 - Sep 25
Ocean+Mountain View|Free Parking|BBQ|Beach 5 Min

18. 🌺 Oahu Ocean & Mountain Views • Sleeps 14 • Pool, Spa, Near Beach, AC & BBQ 🌺

🌺 Oahu Ocean & Mountain Views • Sleeps 14 • Pool, Spa, Near Beach, AC & BBQ 🌺
Waianae
9.8 out of 10, Exceptional, (23 reviews)
"Wonderful family stay in a perfect location!"
United States
Angela C.
The price is CA $487
CA $1,492 total
includes taxes & fees
Oct 2 - Oct 3
🌺 Oahu Ocean & Mountain Views • Sleeps 14 • Pool, Spa, Near Beach, AC & BBQ 🌺

19. 🏄‍♀️ 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.
The price is CA $548
CA $1,473 total
includes taxes & fees
Sep 30 - Oct 1
🏄‍♀️ Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 12 Oahu Top New Home 🏝️

20. Ocean Views|Beach 5 Min|Free Parking|Hot Tub

Ocean Views|Beach 5 Min|Free Parking|Hot Tub
Waianae
10.0 out of 10, Exceptional, (8 reviews)
"Great place clean and quiet. Beautiful yard for children"
United States
Eric L.
The price is CA $736
CA $2,034 total
includes taxes & fees
Oct 14 - Oct 15
Ocean Views|Beach 5 Min|Free Parking|Hot Tub
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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leeward Coast vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leeward Coast vacation rentals we have selected for you start as low as CA $851 per night. Entering your travel dates in the search wizard 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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