Leeward Coast Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Leeward Coast holiday rentals

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 NZ$524
includes taxes & fees
8 Apr - 9 Apr
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.8 out of 10, Good, (106 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 NZ$578
includes taxes & fees
25 Apr - 26 Apr
Elite Condo with Spectacular VIEWS ❤️

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.
The price is NZ$774
includes taxes & fees
6 Apr - 7 Apr
Studio Nene - Beaches, King Bed, Mountains

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, (21 reviews)
"Perfect hideaway from the city and tourist atmosphere. Friendly and quiet with amenities "
United States
Jennifer W.
The price is NZ$628
includes taxes & fees
21 Apr - 22 Apr
Charming Studio Apartment with Cold AC in fabulous Makaha

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, (159 reviews)
"Our stay was excellent. The ocean view is wonderful, peaceful. "
United States
Donna G.
The price is NZ$956
includes taxes & fees
18 Apr - 19 Apr
SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!

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 NZ$924
includes taxes & fees
22 Apr - 23 Apr
Studio- Ocean View Hideaway

Marriott's Ko'Olina Beach Club

Marriott's Ko'Olina Beach Club
4.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,008 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 NZ$1,061
includes taxes & fees
27 Apr - 28 Apr
Marriott's Ko'Olina Beach Club

Sleeps 12, Hot Tub, Beach 5 min, Oahu West Side

Sleeps 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
The price is NZ$2,668
includes taxes & fees
14 Apr - 15 Apr
Sleeps 12, Hot Tub, Beach 5 min, Oahu West Side

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 NZ$2,098
includes taxes & fees
6 Apr - 7 Apr
Paradise Ocean Mountain Views-comm. pool,spa&gym. Ping Pong, Air Hockey/foosball

🌺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 NZ$2,032
includes taxes & fees
5 Apr - 6 Apr
🌺Oahu Perfect Vacation • Million Dollar Views, Pool, Spa, Beach, 4BR Sleep 14🌺

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 NZ$2,606
includes taxes & fees
9 Apr - 10 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.
The price is NZ$2,270
includes taxes & fees
14 Apr - 15 Apr
4 Bdrm, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

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 NZ$2,367
includes taxes & fees
7 Apr - 8 Apr
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

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 NZ$1,970
includes taxes & fees
5 Apr - 6 Apr
Mystic Mermaid Island Retreat! Entire Home

🤙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 NZ$2,147
includes taxes & fees
14 Apr - 15 Apr
🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub

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 NZ$2,766
includes taxes & fees
6 Apr - 7 Apr
New 4 Bedroom, Amazing Views, Near Beach, Free prk

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 NZ$2,419
includes taxes & fees
21 Apr - 22 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 NZ$2,362
includes taxes & fees
16 Apr - 17 Apr
3 Bdrm, Near Beach, Sngl LVL, Pool/Spa, Gym, BBQ

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.
Beautiful Beach Villa in Oceanfront Resort

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 NZ$2,248
includes taxes & fees
18 Apr - 19 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.
Save an average of 15% on thousands of hotels when you're signed in

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 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 NZ$524 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.