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Leeward Coast Holiday Rentals

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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, (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 NZ$512
includes taxes & fees
13 Jan - 14 Jan
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

Studio Nene - Beaches, King Bed, Mountains

Studio Nene - Beaches, King Bed, Mountains
Waianae
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 NZ$760
includes taxes & fees
5 Jan - 6 Jan
Studio Nene - Beaches, King Bed, Mountains

Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
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 NZ$574
includes taxes & fees
13 Jan - 14 Jan
Elite Condo with Spectacular VIEWS ❤️

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, (155)
"Beautiful condo!"
United States
Carol W.
The price is NZ$930
includes taxes & fees
19 Jan - 20 Jan
SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!

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, (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 NZ$703
includes taxes & fees
10 Jan - 11 Jan
Charming Studio Apartment with Cold AC in fabulous Makaha

Studio- Ocean View Hideaway

Studio- Ocean View Hideaway
2.0 star property
Waianae
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 NZ$923
includes taxes & fees
12 Jan - 13 Jan
Studio- Ocean View Hideaway

★Oahu Perfect Vacation • Million Dollar Views, Pool, Near Beach, 4BR Sleeps 14★

★Oahu Perfect Vacation • Million Dollar Views, Pool, Near Beach, 4BR Sleeps 14★
Waianae
10.0 out of 10, Exceptional, (19)
"Wonderful family stay in a perfect location!"
United States
Angela C.
The price is NZ$1,808
includes taxes & fees
26 Jan - 27 Jan
★Oahu Perfect Vacation • Million Dollar Views, Pool, Near Beach, 4BR Sleeps 14★

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, (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 NZ$2,249
includes taxes & fees
21 Jan - 22 Jan
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, (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 NZ$2,328
includes taxes & fees
5 Jan - 6 Jan
Kalo Homes ~ Mauka to Makai

Oahu Family cabin_Oceanview and Beach Fun

Oahu Family cabin_Oceanview and Beach Fun
2.0 star property
Waianae
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 NZ$2,142
includes taxes & fees
7 Jan - 8 Jan
Oahu Family cabin_Oceanview and Beach Fun

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)
"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$2,529
includes taxes & fees
21 Jan - 22 Jan
4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym

Family Oceanview Oasis, Hot Tub, Sleep 12

Family Oceanview Oasis, Hot Tub, Sleep 12
Waianae
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 NZ$3,198
includes taxes & fees
27 Jan - 28 Jan
Family Oceanview Oasis, Hot Tub, Sleep 12

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)
The price is NZ$2,361
includes taxes & fees
20 Jan - 21 Jan
3 Bdrm, Near Beach, Sngl LVL, Pool/Spa, Gym, BBQ

4 beds, Near Beach, Pool, Spa, Gym, Ocean Views

4 beds, Near Beach, Pool, Spa, Gym, Ocean Views
Waianae
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 NZ$2,125
includes taxes & fees
13 Jan - 14 Jan
4 beds, Near Beach, Pool, Spa, Gym, Ocean Views

4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ
Waianae
10.0 out of 10, Exceptional, (2)
"Very accommodating property and host"
United States
Mike S.
The price is NZ$2,312
includes taxes & fees
22 Jan - 23 Jan
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym

3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym
Waianae
10.0 out of 10, Exceptional, (6)
"Fantastic property."
United States
Charlotte L.
The price is NZ$2,082
includes taxes & fees
17 Jan - 18 Jan
3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym

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

New 4 Bedroom, Amazing Views, Near Beach, Free prk
Waianae
The price is NZ$2,761
includes taxes & fees
20 Jan - 21 Jan
New 4 Bedroom, Amazing Views, Near Beach, Free prk

Kalo Homes - Makaha Mountain Hideaway

Kalo Homes - Makaha Mountain Hideaway
Waianae
The price is NZ$2,222
includes taxes & fees
11 Jan - 12 Jan
Kalo Homes - Makaha Mountain Hideaway

Marriott's Ko Olina Beach CluB (1BR)

Marriott's Ko Olina Beach CluB (1BR)
Ko Olina
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 NZ$1,575
includes taxes & fees
5 Jan - 6 Jan
Marriott's Ko Olina Beach CluB (1BR)

Marriott's Ko Olina Beach CluB (2BR)

Marriott's Ko Olina Beach CluB (2BR)
Ko Olina
8.8 out of 10, Excellent, (6)
"Great communication with owner. Nice resort and very spacious. "
United States
Diana V.
The price is NZ$2,169
includes taxes & fees
11 Jan - 12 Jan
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 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$512 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.