Holiday Rentals in Leeward Coast

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Our top choices for Leeward Coast holiday 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 €517
includes taxes & fees
30 Apr - 1 May
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 €1,166
includes taxes & fees
17 Apr - 18 Apr
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.
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 €984
includes taxes & fees
16 Apr - 17 Apr
🏄‍♀️ 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 €1,191
includes taxes & fees
21 Apr - 22 Apr
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 €1,306
includes taxes & fees
24 Apr - 25 Apr
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.
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 €258
includes taxes & fees
20 Apr - 21 Apr
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 €1,148
includes taxes & fees
5 May - 6 May
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 €1,221
includes taxes & fees
24 Apr - 25 Apr
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 €787
includes taxes & fees
15 Apr - 16 Apr
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)
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 €1,049
includes taxes & fees
15 Apr - 16 Apr
🌺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 €449
includes taxes & fees
14 Apr - 15 Apr
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 €1,067
includes taxes & fees
16 Apr - 17 Apr
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 €313
includes taxes & fees
14 Apr - 15 Apr
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.
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 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 €1,005
includes taxes & fees
11 May - 12 May
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 €286
includes taxes & fees
25 Apr - 26 Apr
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

Everything you need to know about Leeward Coast holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Leeward Coast holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Leeward Coast holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leeward Coast holiday rentals we have selected for you start as low as €313 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 holiday 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 holiday.

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.