Leeward Coast Vacation Rentals

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Our top choices for Leeward Coast vacation rentals

Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.8 out of 10, Good, (108 reviews)
"I loved the peacocks so much that was my favorite moment."
United States
Lorisa
$286 nightly
The price is $334
May 8 - May 9
Total with taxes and fees
Elite Condo with Spectacular VIEWS ❤️

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, (158 reviews)
"The towers are located in a quiet beautiful area. The studio has a lush and beautiful outlook patio, the shower pressure was a lovely gift, and the room as a whole was comfy."
United States
casey g.
$257 nightly
The price is $301
May 9 - May 10
Total with taxes and fees
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

Charming Studio Apartment with Cold AC in fabulous Makaha

Charming Studio Apartment with Cold AC in fabulous Makaha
Waianae
8.8 out of 10, Excellent, (25 reviews)
"I had a great stay. The space was very clean, well-maintained, and exactly as described. Everything felt comfortable and organized, which made it easy to settle in right away."
United States
Justin
$315 nightly
The price is $368
May 12 - May 13
Total with taxes and fees
Charming Studio Apartment with Cold AC in fabulous Makaha

Studio Nene - Beaches, King Bed, Mountains

Studio Nene - Beaches, King Bed, Mountains
Waianae
10.0 out of 10, Exceptional, (2 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.
$359 nightly
The price is $421
May 14 - May 15
Total with taxes and fees
Studio Nene - Beaches, King Bed, Mountains

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
$1,244 nightly
The price is $1,455
May 10 - May 11
Total with taxes and fees
Sleep 12, Hot Tub, Beach 5 min, Oahu West Side

Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,001 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
$615 nightly
The price is $730
May 5 - May 6
Total with taxes and fees
Aulani, Disney Vacation Club Villas

Studio- Ocean View Hideaway

Studio- Ocean View Hideaway
Waianae
10.0 out of 10, Exceptional, (2 reviews)
"I wish I had rented this for the week. It was great. f I return to Oahu I will check here first. "
United States
Stephen M.
$453 nightly
The price is $530
May 21 - May 22
Total with taxes and fees
Studio- Ocean View Hideaway

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, (1 review)
"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.
$1,107 nightly
The price is $1,295
May 9 - May 10
Total with taxes and fees
3 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

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

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, (11 reviews)
"What a wonderful stay! House was wonderful, host was incredible. Would recommend to anyone looking for a great stay. "
United States
Michelle H.
$1,034 nightly
The price is $1,210
May 5 - May 6
Total with taxes and fees
Paradise Ocean Mountain Views-comm. pool,spa&gym. Ping Pong, Air Hockey/foosball

Marriott's Ko'Olina Beach Club

Marriott's Ko'Olina Beach Club
4.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,015 reviews)
"We rented a villa and it was exactly what we needed and was everything we hoped! Thank you for the wonderful stay!"
United States
Taran
$511 nightly
The price is $607
May 18 - May 19
Total with taxes and fees
Marriott's Ko'Olina Beach Club

Marriotts Ko Olina Beach Club - Studio

Marriotts Ko Olina Beach Club - Studio
Ko Olina
9.6 out of 10, Exceptional, (103 reviews)
"Beautiful resort"
United States
Daniel
$483 nightly
The price is $499
May 17 - May 18
Total with taxes and fees
Marriotts Ko Olina Beach Club - Studio

🌺 Lani Kai Ocean View Villa 🌺 Sleeps 12 Pool + Hot Tub

🌺 Lani Kai Ocean View Villa 🌺 Sleeps 12 Pool + Hot Tub
Waianae
$919 nightly
The price is $1,079
May 20 - May 21
Total with taxes and fees
🌺 Lani Kai Ocean View Villa 🌺 Sleeps 12 Pool + Hot Tub

3BR, Near Beach, Game RM, Private Spa, Pool, Gym

3BR, Near Beach, Game RM, Private Spa, Pool, Gym
Waianae
10.0 out of 10, Exceptional, (22 reviews)
"This property is immaculate and we had a wonderful stay! "
United States
Sarah P.
$994 nightly
The price is $1,167
May 8 - May 9
Total with taxes and fees
3BR, Near Beach, Game RM, Private Spa, Pool, Gym

🤙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, (8 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.
$951 nightly
The price is $1,119
May 12 - May 13
Total with taxes and fees
🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub

3 Bdrm, Near Beach, Sngl LVL, Pool/Spa, Gym, BBQ

3 Bdrm, Near Beach, Sngl LVL, Pool/Spa, Gym, BBQ
Waianae
10.0 out of 10, Exceptional, (1 review)
$1,110 nightly
The price is $1,301
May 12 - May 13
Total with taxes and fees
3 Bdrm, Near Beach, Sngl LVL, Pool/Spa, Gym, BBQ

🌺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
9.6 out of 10, Exceptional, (20 reviews)
"Wonderful family stay in a perfect location!"
United States
Angela C.
$1,007 nightly
The price is $1,179
May 8 - May 9
Total with taxes and fees
🌺Oahu Million Dollar Ocean View • Sleeps 14, Pool, Spa, Near Beach, w/AC, BBQ🌺

Mystic Mermaid Island Retreat! Entire Home

Mystic Mermaid Island Retreat! Entire Home
Waianae
10.0 out of 10, Exceptional, (3 reviews)
"Everything about this house was perfect. Location, view, cleanliness, amenities. We would definitely stay again…this might be our new favorite side of the island."
United States
Rachael F.
$971 nightly
The price is $1,138
May 6 - May 7
Total with taxes and fees
Mystic Mermaid Island Retreat! Entire Home

MAKAHA CONDO NEAR BEACH/GOLF

MAKAHA CONDO NEAR BEACH/GOLF
Waianae
6.8 out of 10, (10 reviews)
"We just returned from our stay in Hawaii. We loved the location of this condo - not in a touristy area. The condo was clean, comfortable and had all the amenities we needed. The owner was very responsive and checked in on us after we arrived. We had no issue with security/parking when we arrived. I visited the office to check in the following day. The ladies there were extremely nice and helpful. I gave a 4 overall rating instead of a 5 only because the dishwasher was broken. It was labeled as...
United States
Eric P.
$492 nightly
The price is $575
Jun 1 - Jun 2
Total with taxes and fees
MAKAHA CONDO NEAR BEACH/GOLF

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)
"The home was immaculate, bedrooms were spacious with comfortable beds, and bathrooms were well supplied with towels and toiletries.The living room and dining areas were ample and accommodating. The kitchen had everything you would need; we didn’t cook anything but we found all we needed to enjoy takeout!The backyard was large with a beautiful view. Plenty of seating but unfortunately it rained most of the time we were there. We had a great stay! Thank you!"
United States
Jane L.
$1,049 nightly
The price is $1,226
May 19 - May 20
Total with taxes and fees
4 beds, Near Beach, Pool, Spa, Gym, Ocean Views
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 $499 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.