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

Leeward Coast Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Leeward Coast vacation rentals

A resort with multiple swimming pools, palm trees, and a beach.

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, (1,034 reviews)
"we enjoyed our stay. The staff was friendly and helpful."
United States
kathryn
$451 nightly
The price is $535
Nov 12 - Nov 13
Total with taxes and fees
Marriott's Ko'Olina Beach Club
Outdoor pool

2. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
9.0 out of 10, Wonderful, (1,034 reviews)
"Possibly the nicest resort on Oahu. The Disney hospitality puts it over the top. It gets very crowded but service never suffers."
United States
David
$634 nightly
The price is $752
Oct 30 - Oct 31
Total with taxes and fees
Aulani, Disney Vacation Club Villas
A resort with a pool, beach, and palm trees.

3. Ko Olina | Beach & Pool Access | Tropical Resort Stay

Ko Olina | Beach & Pool Access | Tropical Resort Stay
Ko Olina
9.6 out of 10, Exceptional, (140 reviews)
"Beautiful location very walkable between the resorts chill environment. Staff are very friendly and helpful. The marketplace has lots to offer. The lagoons offer a beautiful safe and relaxed way to enjoy the ocean. This was a highlight for sure. We sure hope to be back to this hidden gem."
Canada
heather
$629 nightly
The price is $651
Nov 21 - Nov 22
Total with taxes and fees
Ko Olina | Beach & Pool Access | Tropical Resort Stay
Beach

4. 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, (169 reviews)
"The place was nice and peaceful."
United States
Maricruz J.
$257 nightly
The price is $301
Nov 3 - Nov 4
Total with taxes and fees
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
A high-rise hotel with multiple floors, surrounded by lush greenery and a mountainous backdrop.

5. 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, (37 reviews)
"Very comfortable bed!"
United States
Sharon D.
$280 nightly
The price is $327
Oct 28 - Oct 29
Total with taxes and fees
Charming Studio Apartment with Cold AC in fabulous Makaha
A balcony with a view of the ocean, a white sofa, and two chairs.

6. SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!

SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!
Waianae
9.8 out of 10, Exceptional, (170 reviews)
"We enjoyed our stay so very much! The decor is beautiful, the views and sunset are amazing plus the thoughtfulness of every little touch made our stay awesome and memorable!"
United States
Valerie F.
$529 nightly
The price is $620
Oct 28 - Oct 29
Total with taxes and fees
SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!
A two-story house with a front yard, a garage, and a mountain backdrop.

7. Studio Nene - Beaches, King Bed, Mountains

Studio Nene - Beaches, King Bed, Mountains
Waianae
10.0 out of 10, Exceptional, (6 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.
$362 nightly
The price is $424
Oct 28 - Oct 29
Total with taxes and fees
Studio Nene - Beaches, King Bed, Mountains
A high-rise hotel with multiple floors, surrounded by lush greenery and a mountainous backdrop.

8. Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.6 out of 10, Good, (125 reviews)
"Room was very nice . The vie w was awesome. Nice quite no one bothered you. Security was very nice to see there. There is a bus stop there if you don’t have a car. It’s peaceful and beautiful."
United States
Rose
$252 nightly
The price is $295
Oct 28 - Oct 29
Total with taxes and fees
Elite Condo with Spectacular VIEWS ❤️
A resort with a pool, palm trees, and a view of the ocean at sunset.

9. Marriott's Ko Olina Beach CluB (1BR)

Marriott's Ko Olina Beach CluB (1BR)
Ko Olina
8.0 out of 10, Very good, (4 reviews)
"Good room, great amenities, great staff. "
United States
Robert
$901 nightly
The price is $906
Oct 29 - Oct 30
Total with taxes and fees
Marriott's Ko Olina Beach CluB (1BR)
A modern two-story house with a garage, a covered porch, and a well-maintained lawn.

10. 🌺 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, (24 reviews)
"Wonderful family stay in a perfect location!"
United States
Angela C.
$1,024 nightly
The price is $1,199
Nov 1 - Nov 2
Total with taxes and fees
🌺 Oahu Ocean & Mountain Views • Sleeps 14 • Pool, Spa, Near Beach, AC & BBQ 🌺
A swimming pool with lounge chairs, a poolside area, and a view of a mountain.

11. Affordable Luxury-Tropical Ohana in Million Gated Comm-Pingpong/Foosbal/Rec Area

Affordable Luxury-Tropical Ohana in Million Gated Comm-Pingpong/Foosbal/Rec Area
Waianae
10.0 out of 10, Exceptional, (11 reviews)
"Amazing place to stay. Cynthia our host was just incredible. Wonderful stay."
United States
Michelle H.
$916 nightly
The price is $1,073
Oct 28 - Oct 29
Total with taxes and fees
Affordable Luxury-Tropical Ohana in Million Gated Comm-Pingpong/Foosbal/Rec Area
A resort with a pool, palm trees, and a view of the ocean at sunset.

12. Marriott's Ko Olina Beach CluB (2BR)

Marriott's Ko Olina Beach CluB (2BR)
Ko Olina
9.4 out of 10, Exceptional, (19 reviews)
"Amazing place!"
United States
Shannon W.
$1,255 nightly
The price is $1,262
Oct 29 - Oct 30
Total with taxes and fees
Marriott's Ko Olina Beach CluB (2BR)
A spacious indoor area with high ceilings, large windows, and seating arrangements.

13. 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.
$426 nightly
The price is $499
Nov 14 - Nov 15
Total with taxes and fees
Studio- Ocean View Hideaway
A residential area with a house featuring a large deck and outdoor furniture, surrounded by a white fence, with a mountainous backdrop.

14. 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)
"Amazing location and host was awesome!"
United States
Zach R.
$1,069 nightly
The price is $1,252
Oct 28 - Oct 29
Total with taxes and fees
Paradise Ocean Mountain Views-comm. pool,spa&gym. Ping Pong, Air Hockey/foosball
A dining area with a table set for two, a large tropical plant, and a view of the ocean through a sliding glass door.

15. Lani Kai Ocean View Villa, Sleeps 8 Pool + Hot Tub. Family-Friendly! Privacy!

Lani Kai Ocean View Villa, Sleeps 8 Pool + Hot Tub. Family-Friendly! Privacy!
Waianae
$1,126 nightly
The price is $1,319
Oct 29 - Oct 30
Total with taxes and fees
Lani Kai Ocean View Villa, Sleeps 8 Pool + Hot Tub. Family-Friendly! Privacy!
A patio area with a wooden fence, outdoor seating, and string lights.

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.
$1,065 nightly
The price is $1,245
Nov 6 - Nov 7
Total with taxes and fees
Beach 5 Min|Community Pool+Gym|Free Parking
A spacious living room with a large window overlooking a balcony, a kitchen area with bar seating, and a dining area with a view of the ocean.

17. 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 traveler
$1,110 nightly
The price is $1,298
Oct 29 - Oct 30
Total with taxes and fees
Ocean View|Game Room|Beach 5 Min|Free Parking
An outdoor dining area with a view of a mountainous landscape, a white fence, and a house with a balcony.

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

Sleep 12, Hot Tub, Beach 5 min, Oahu West Side
Waianae
9.4 out of 10, Exceptional, (6 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
Nov 7 - Nov 8
Total with taxes and fees
Sleep 12, Hot Tub, Beach 5 min, Oahu West Side
A hot tub with steps leading up to a deck, surrounded by a stone pathway and a covered seating area with string lights.

19. 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.
$1,029 nightly
The price is $1,203
Oct 29 - Oct 30
Total with taxes and fees
Single LVL Home|Beach 5 Min|Fire Pit|Free Parking
A living room with a sofa, a small table, and a view of a mountainous landscape through large windows.

20. Ocean View|Community Pool+Gym|Gated|Beach 5 Min

Ocean View|Community Pool+Gym|Gated|Beach 5 Min
Waianae
10.0 out of 10, Exceptional, (7 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.
$963 nightly
The price is $1,127
Nov 9 - Nov 10
Total with taxes and fees
Ocean View|Community Pool+Gym|Gated|Beach 5 Min
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

Four Seasons Resort Oahu at Ko Olina

Four Seasons Resort Oahu at Ko Olina

10/10 Excellent
"Amazing resort. Their attention to detail and customer service is beyong exceptional"
Michael 10-night trip
Posted 8 hours ago
Four Seasons Resort Oahu at Ko Olina

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 $535 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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