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Leeward Coast Holiday Rentals

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Our top choices for Leeward Coast holiday rentals

7.8 out of 10, Good, (149)
"Our stay at the condo was 10/10! The condo has all the basics you need for a comfortable stay. The views and landscape were stunning, the condo was nicely updated and clean, and the bed was comfortable! The property is very secure, quiet, and although older is meticulously maintained. We were a bit worried about the area after reading reviews online, but everyone was friendly and we felt very safe touring around, going to the beach, and local businesses. After spending 5 nights in Waikiki, the...
Canada
Jennifer
The price is AU$440
includes taxes & fees
13 Jan - 14 Jan 2026
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
10.0 out of 10, Exceptional, (1)
"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 AU$662
includes taxes & fees
5 Jan - 6 Jan 2026
Studio Nene - Beaches, King Bed, Mountains
7.8 out of 10, Good, (99)
"We enjoyed our stay, great views. Great value for Oahu. Communication was excellent with the host!"
United States
Peggy
The price is AU$495
includes taxes & fees
13 Jan - 14 Jan 2026
Elite Condo with Spectacular VIEWS ❤️
9.8 out of 10, Exceptional, (155)
"Beautiful condo!"
United States
Carol W.
The price is AU$810
includes taxes & fees
19 Jan - 20 Jan 2026
SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!
9.6 out of 10, Exceptional, (14)
"We had a great stay. The property has amazing views. It is away from the tourists and we really enjoyed that. There are great beaches nearby. Overall it was a great value. The peacocks were fun!!"
United States
Amber V.
The price is AU$613
includes taxes & fees
11 Jan - 12 Jan 2026
Charming Studio Apartment with Cold AC in fabulous Makaha

Apartment in Waianae

Studio- Ocean View Hideaway
2.0 star property
10.0 out of 10, Exceptional, (1)
"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 AU$804
includes taxes & fees
12 Jan - 13 Jan 2026
Studio- Ocean View Hideaway
10.0 out of 10, Exceptional, (19)
"Wonderful family stay in a perfect location!"
United States
Angela C.
The price is AU$1,574
includes taxes & fees
26 Jan - 27 Jan 2026
★Oahu Perfect Vacation • Million Dollar Views, Pool, Near Beach, 4BR Sleeps 14★
10.0 out of 10, Exceptional, (12)
"The property has beautiful views, it was peaceful, quite and in gated community. The house was clean and more than enough room for my family. They had games that you could play as a family. I highly recommend this property for anyone that i a looking for a relaxing vacation. "
United States
tasha
The price is AU$1,977
includes taxes & fees
21 Jan - 22 Jan 2026
4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

Holiday Home in Waianae

Kalo Homes ~ Mauka to Makai
10.0 out of 10, Exceptional, (4)
"We were very impressed with the place, it was very clean and bright. We especially love that there were clean sponges to wash dishes with! The host was fabulous and responsive with communication. Thank you for a wonderful place to stay for our vacation, looking forward to staying here again in the future!"
Canada
Jessica K.
The price is AU$2,025
includes taxes & fees
5 Jan - 6 Jan 2026
Kalo Homes ~ Mauka to Makai
2.0 star property
10.0 out of 10, Exceptional, (4)
"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$2,443
includes taxes & fees
2 Jan - 3 Jan 2026
Oahu Family cabin_Oceanview and Beach Fun
10.0 out of 10, Exceptional, (4)
"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.
4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym
10.0 out of 10, Exceptional, (3)
"The views are amazing! We went to my daughter’s wedding on the other side of the island and it was perfect!Evenings in the hot tub were perfect!A short walk and we could swim in a pool. This is a beautiful home with a back yard we could have meals in and spend time with each other! "
United States
Sandy W.
The price is AU$2,784
includes taxes & fees
27 Jan - 28 Jan 2026
Family Oceanview Oasis, Hot Tub, Sleep 12
10.0 out of 10, Exceptional, (1)
The price is AU$2,076
includes taxes & fees
20 Jan - 21 Jan 2026
3 Bdrm, Near Beach, Sngl LVL, Pool/Spa, Gym, BBQ
10.0 out of 10, Exceptional, (6)
"We had a great time on this property. It was clean, spacious, and the owners were very good at responding in a timely matter. My family of 6 and I would definitely stay here again. "
United States
Claudia S.
The price is AU$1,837
includes taxes & fees
14 Jan - 15 Jan 2026
4 beds, Near Beach, Pool, Spa, Gym, Ocean Views
10.0 out of 10, Exceptional, (2)
"Very accommodating property and host"
United States
Mike S.
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ
10.0 out of 10, Exceptional, (6)
"Fantastic property."
United States
Charlotte L.
The price is AU$1,925
includes taxes & fees
17 Jan - 18 Jan 2026
3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym
The price is AU$2,428
includes taxes & fees
20 Jan - 21 Jan 2026
New 4 Bedroom, Amazing Views, Near Beach, Free prk
The price is AU$1,961
includes taxes & fees
11 Jan - 12 Jan 2026
Kalo Homes - Makaha Mountain Hideaway
10.0 out of 10, Exceptional, (1)
"Rooms very clean and comfortable. Kitchen well equipped. Lovely views from terrace. Staff always very courteous and friendly. We had a wonderful vacation! Thank you! Aloha !"
United States
Margarita
The price is AU$1,345
includes taxes & fees
3 Jan - 4 Jan 2026
Marriott's Ko Olina Beach CluB (1BR)
8.8 out of 10, Excellent, (6)
"Great communication with owner. Nice resort and very spacious. "
United States
Diana V.
The price is AU$1,893
includes taxes & fees
11 Jan - 12 Jan 2026
Marriott's Ko Olina Beach CluB (2BR)
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.