Leeward Coast Holiday Rentals

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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, (1,007 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 AU$882
includes taxes & fees
15 Apr - 16 Apr
Marriott's Ko'Olina Beach Club

Family Oceanview Oasis, Hot Tub, Sleep 12

Family Oceanview Oasis, Hot Tub, Sleep 12
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 AU$2,376
includes taxes & fees
12 Apr - 13 Apr
Family Oceanview Oasis, Hot Tub, Sleep 12

Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.8 out of 10, Good, (106 reviews)
"Yes, host was very good"
United States
Barry K.
The price is AU$482
includes taxes & fees
1 Apr - 2 Apr
Elite Condo with Spectacular VIEWS ❤️

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, (4 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 AU$2,218
includes taxes & fees
25 Apr - 26 Apr
4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym

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, (155 reviews)
"Huge studio apartment. Clean. Renovated. Nice set up. Many Peacocks roaming the property. (Over 15). "
United States
Dorilynn
The price is AU$440
includes taxes & fees
2 Apr - 3 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
9.8 out of 10, Exceptional, (9 reviews)
"Can’t wait to come back!"
United States
Manuel A.
The price is AU$1,761
includes taxes & fees
6 Apr - 7 Apr
Paradise Ocean Mountain Views-comm. pool,spa&gym. Ping Pong, Air Hockey/foosball

Beautiful Beach Villa in Oceanfront Resort

Beautiful Beach Villa in Oceanfront Resort
Ko Olina
10.0 out of 10, Exceptional, (175 reviews)
"Now one of our favorite spots in Hawaii to stay "
United States
Zebadiah P.
The price is AU$1,979
includes taxes & fees
13 Apr - 14 Apr
Beautiful Beach Villa in Oceanfront Resort

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 AU$1,816
includes taxes & fees
14 Apr - 15 Apr
Marriott's Ko Olina Beach CluB (2BR)

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.
The price is AU$1,875
includes taxes & fees
3 Apr - 4 Apr
3BR, Near Beach, Game RM, Private Spa, Pool, Gym

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 AU$1,985
includes taxes & fees
16 Apr - 17 Apr
3 Bdrm, Near Beach, Sngl LVL, Pool/Spa, Gym, BBQ

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 AU$2,352
includes taxes & fees
6 Apr - 7 Apr
New 4 Bedroom, Amazing Views, Near Beach, Free prk

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 AU$2,023
includes taxes & fees
14 Apr - 15 Apr
4 Bdrm, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

🌺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 AU$1,750
includes taxes & fees
15 Apr - 16 Apr
🌺Oahu Perfect Vacation • Million Dollar Views, Pool, Spa, Beach, 4BR Sleep 14🌺

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 AU$1,302
includes taxes & fees
2 Apr - 3 Apr
Marriott's Ko Olina Beach CluB (1BR)

4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
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 AU$2,056
includes taxes & fees
7 Apr - 8 Apr
4 BDRM, Near beach, Free Prking, HotTub, 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)
"Perfect Hawaiian Getaway!This home is a true paradise—clean, spacious, and beautifully maintained. The open layout, natural light, and ocean breezes make it incredibly relaxing. Conveniently located near beaches, restaurants, and attractions, it’s the ideal spot for a dream Hawaiian vacation!"
United States
Gaspard Van K.
The price is AU$1,787
includes taxes & fees
1 Apr - 2 Apr
🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub

Marriott Ko Olina Beach 2 bedroom

Marriott Ko Olina Beach 2 bedroom
Ko Olina
8.2 out of 10, Very good, (34 reviews)
"Lovely property "
United States
Douglas L.
The price is AU$2,023
includes taxes & fees
9 Apr - 10 Apr
Marriott Ko Olina Beach 2 bedroom

Support LOCAL: NEW! Makaha Valley Home

Support LOCAL: NEW! Makaha Valley Home
Makaha Valley
10.0 out of 10, Exceptional, (3 reviews)
"The property was as advertised. The property manager Joe was very helpful with meeting all of our needs and answered my calls promptly. We stayed here to have a siblings reunion and this perfect home and host helped make it a wonderful memory we'll cherish for a long time!"
United States
DITRC U.
The price is AU$2,058
includes taxes & fees
17 Apr - 18 Apr
Support LOCAL: NEW! Makaha Valley Home

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.
The price is AU$1,646
includes taxes & fees
5 Apr - 6 Apr
Mystic Mermaid Island Retreat! Entire Home

4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
Waianae
10.0 out of 10, Exceptional, (1 review)
"Host was very communicative and welcoming. Beautiful scenery and quiet community. Loved our stay "
United States
Amy C.
The price is AU$1,766
includes taxes & fees
3 Apr - 4 Apr
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
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, 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 favourite 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 depend 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 AU$440 per night. Entering your travel dates in the search wizard might find you 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.