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
The price is CA $576
CA $1,813 total
includes taxes & fees
Oct 3 - Oct 4
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 $666
CA $1,617 total
includes taxes & fees
Sep 23 - Sep 24
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 $859
CA $2,167 total
includes taxes & fees
Sep 27 - Sep 28
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 $316
CA $701 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 $488
CA $1,413 total
includes taxes & fees
Sep 29 - Sep 30
🌺 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

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 Leeward 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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