Leeward Coast Holiday Rentals

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Our top choices for Leeward Coast holiday rentals

Studio Nene - Beaches, King Bed, Mountains

Studio Nene - Beaches, King Bed, Mountains
Waianae
10.0 out of 10, Exceptional, (1 review)
"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$679
includes taxes & fees
25 Feb - 26 Feb
Studio Nene - Beaches, King Bed, Mountains

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, (157 reviews)
"Beautiful condo!"
United States
Carol W.
The price is AU$748
includes taxes & fees
26 Feb - 27 Feb
SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!

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, (153 reviews)
"I had an amazing stay! The room was clean, updated amenities, and had a beautiful view. I received clear check-in instructions from the host. The host was also accommodating and helpful. The pool was also a nice addition. Overall, I would definitely stay there again. "
United States
Sonia M.
The price is AU$415
includes taxes & fees
1 Mar - 2 Mar
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

Studio- Ocean View Hideaway

Studio- Ocean View Hideaway
Waianae
10.0 out of 10, Exceptional, (1 review)
"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$739
includes taxes & fees
3 Mar - 4 Mar
Studio- Ocean View Hideaway

Charming Studio Apartment with Cold AC in fabulous Makaha

Charming Studio Apartment with Cold AC in fabulous Makaha
Waianae
9.8 out of 10, Exceptional, (17 reviews)
"Perfect hideaway from the city and tourist atmosphere. Friendly and quiet with amenities "
United States
Jennifer W.
The price is AU$512
includes taxes & fees
15 Mar - 16 Mar
Charming Studio Apartment with Cold AC in fabulous Makaha

Kalo Homes ~ Mauka to Makai

Kalo Homes ~ Mauka to Makai
Waianae
10.0 out of 10, Exceptional, (5 reviews)
"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$1,829
includes taxes & fees
4 Mar - 5 Mar
Kalo Homes ~ Mauka to Makai

Family Oceanview Oasis, Hot Tub, Sleep 12

Family Oceanview Oasis, Hot Tub, Sleep 12
Waianae
10.0 out of 10, Exceptional, (3 reviews)
"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$2,239
includes taxes & fees
4 Mar - 5 Mar
Family Oceanview Oasis, Hot Tub, Sleep 12

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

★Oahu Perfect Vacation • Million Dollar Views, Pool, Spa, Beach, 4BR Sleeps 14★
Waianae
10.0 out of 10, Exceptional, (19 reviews)
"Wonderful family stay in a perfect location!"
United States
Angela C.
The price is AU$1,326
includes taxes & fees
16 Feb - 17 Feb
★Oahu Perfect Vacation • Million Dollar Views, Pool, Spa, Beach, 4BR Sleeps 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 AU$2,079
includes taxes & fees
16 Feb - 17 Feb
4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym

Marriotts Ko Olina Beach Club - Studio

Marriotts Ko Olina Beach Club - Studio
Ko Olina
9.6 out of 10, Exceptional, (94 reviews)
"Relaxing, just a great place"
United States
ANTHONY
The price is AU$947
includes taxes & fees
8 Mar - 9 Mar
Marriotts Ko Olina Beach Club - Studio

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, (7 reviews)
"Fantastic property."
United States
Charlotte L.
The price is AU$1,475
includes taxes & fees
16 Feb - 17 Feb
3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym

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 reviews)
"Very accommodating property and host"
United States
Mike S.
The price is AU$1,725
includes taxes & fees
16 Feb - 17 Feb
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

Oahu Family cabin_Oceanview and Beach Fun

Oahu Family cabin_Oceanview and Beach Fun
Waianae
10.0 out of 10, Exceptional, (7 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$1,650
includes taxes & fees
24 Feb - 25 Feb
Oahu Family cabin_Oceanview and Beach Fun

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$1,692
includes taxes & fees
16 Feb - 17 Feb
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

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 AU$1,654
includes taxes & fees
6 Mar - 7 Mar
3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym

★Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 10 adults 2 kids Oahu Top New Home★

★Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 10 adults 2 kids Oahu Top New Home★
Waianae
The price is AU$1,161
includes taxes & fees
22 Feb - 23 Feb
★Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 10 adults 2 kids Oahu Top New Home★

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

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 reviews)
"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$1,954
includes taxes & fees
22 Feb - 23 Feb
4 beds, Near Beach, Pool, Spa, Gym, Ocean Views

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.
Support LOCAL: NEW! Makaha Valley Home

Marriott's Ko Olina Beach CluB (1BR)

Marriott's Ko Olina Beach CluB (1BR)
Ko Olina
10.0 out of 10, Exceptional, (1 review)
"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$1,257
includes taxes & fees
16 Feb - 17 Feb
Marriott's Ko Olina Beach CluB (1BR)
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$415 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.