Leeward Coast Vacation Rentals

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Our top choices for Leeward Coast vacation rentals

Marriott's Ko'Olina Beach Club

Marriott's Ko'Olina Beach Club
4.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,009 reviews)
"Room was clean and cozy, resorts has lots of pools, and the staff was extremely friendly. Even the rollaway bed we requested was comfortable. Minor drawback was the food options but there are lots of options nearby. Overall very satisfied with the stay."
United States
Tom
The price is CA $705
CA $836 total
includes taxes & fees
Apr 28 - Apr 29
Marriott's Ko'Olina Beach Club

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, (17 reviews)
"House was well kept and clean. Very easy to find and host worked with me well. Would stay again!"
United States
Ross B.
The price is CA $720
CA $1,879 total
includes taxes & fees
Apr 28 - Apr 29
4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

Kalo Homes ~ Mauka to Makai

Kalo Homes ~ Mauka to Makai
Waianae
10.0 out of 10, Exceptional, (5 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.
The price is CA $476
CA $1,660 total
includes taxes & fees
Apr 20 - Apr 21
Kalo Homes ~ Mauka to Makai

🏄‍♀️ 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
The price is CA $645
CA $1,590 total
includes taxes & fees
Apr 16 - Apr 17
🏄‍♀️ Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 12 Oahu Top New Home 🏝️

Hot Tub, Beach 5 min, Oahu West Side

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
The price is CA $477
CA $1,927 total
includes taxes & fees
Apr 21 - Apr 22
Hot Tub, Beach 5 min, Oahu West Side

4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym

4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym
Waianae
10.0 out of 10, Exceptional, (5 reviews)
"Kerstan is an amazing host who responded to our questions and needs tinely. The unit was very clean, and the backyard is like an oasis for the family and kids to enjoy! We got everything we need here !"
Canada
Joyce P.
The price is CA $793
CA $2,084 total
includes taxes & fees
Apr 25 - Apr 26
4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym

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.
The price is CA $757
CA $1,902 total
includes taxes & fees
Apr 15 - Apr 16
4 Bdrm, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

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, (156 reviews)
"Huge studio apartment. Clean. Renovated. Nice set up. Many Peacocks roaming the property. (Over 15). "
United States
Dorilynn
The price is CA $172
CA $414 total
includes taxes & fees
Apr 21 - Apr 22
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

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.
The price is CA $847
CA $1,828 total
includes taxes & fees
May 5 - May 6
Paradise Ocean Mountain Views-comm. pool,spa&gym. Ping Pong, Air Hockey/foosball

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.
The price is CA $875
CA $2,164 total
includes taxes & fees
May 10 - May 11
3 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

Marriott's Ko Olina Beach CluB (1BR)

Marriott's Ko Olina Beach CluB (1BR)
Ko Olina
10.0 out of 10, Exceptional, (3 reviews)
"Good room, great amenities, great staff. "
United States
Robert
The price is CA $1,102
CA $1,265 total
includes taxes & fees
Apr 16 - Apr 17
Marriott's Ko Olina Beach CluB (1BR)

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)
The price is CA $620
CA $1,832 total
includes taxes & fees
Apr 16 - Apr 17
3 Bdrm, Near Beach, Sngl LVL, Pool/Spa, Gym, BBQ

🌺Oahu Perfect Vacation • Million Dollar Views, Pool, Spa, Beach, 4BR Sleep 14🌺

🌺Oahu Perfect Vacation • Million Dollar Views, Pool, Spa, Beach, 4BR Sleep 14🌺
Waianae
9.6 out of 10, Exceptional, (20 reviews)
"Wonderful family stay in a perfect location!"
United States
Angela C.
The price is CA $645
CA $1,683 total
includes taxes & fees
May 8 - May 9
🌺Oahu Perfect Vacation • Million Dollar Views, Pool, Spa, Beach, 4BR Sleep 14🌺

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.
The price is CA $345
CA $730 total
includes taxes & fees
Apr 15 - Apr 16
Studio- Ocean View Hideaway

Marriott's Ko Olina Beach CluB (2BR)

Marriott's Ko Olina Beach CluB (2BR)
Ko Olina
9.2 out of 10, Wonderful, (9 reviews)
"Spacious Villa and a beautiful resort. Communication with host was excellent. Wonderful stay!"
United States
Roseann
The price is CA $1,515
CA $1,728 total
includes taxes & fees
Apr 19 - Apr 20
Marriott's Ko Olina Beach CluB (2BR)

Charming Studio Apartment with Cold AC in fabulous Makaha

Charming Studio Apartment with Cold AC in fabulous Makaha
Waianae
9.6 out of 10, Exceptional, (22 reviews)
"Perfect hideaway from the city and tourist atmosphere. Friendly and quiet with amenities "
United States
Jennifer W.
The price is CA $172
CA $502 total
includes taxes & fees
Apr 15 - Apr 16
Charming Studio Apartment with Cold AC in fabulous Makaha

New 4 Bedroom, Amazing Views, Near Beach, Free prk

New 4 Bedroom, Amazing Views, Near Beach, Free prk
Waianae
10.0 out of 10, Exceptional, (1 review)
"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 $937
CA $2,247 total
includes taxes & fees
May 12 - May 13
New 4 Bedroom, Amazing Views, Near Beach, Free prk

🤙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)
"Yes she was Awesome to work with!"
United States
Mrs T.
The price is CA $519
CA $1,615 total
includes taxes & fees
Apr 28 - Apr 29
🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub

3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym

3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym
Waianae
9.0 out of 10, Wonderful, (4 reviews)
"My grandkids are huge historians. They wanted to come see Pearl Harbor, the aviation and other museums. We had an awesome time."
United States
dorothy b.
The price is CA $593
CA $1,599 total
includes taxes & fees
May 11 - May 12
3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym

Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.8 out of 10, Good, (107 reviews)
"The location was a bit out of the way but we knew that when it was booked. We were not prepared for all of the homeless encampments that line the coast but that did not interfere with our stay. Enjoyed the apartment and the facilities. "
United States
Kim W.
The price is CA $172
CA $461 total
includes taxes & fees
Apr 21 - Apr 22
Elite Condo with Spectacular 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

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.