Leeward Coast Holiday Rentals

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Holiday Rentals in Leeward Coast

Hawaiian Princess at Makaha Beach

3.5 star property
8.8 out of 10, Excellent, (72)
"Great private beach and views"
Hawaiian Princess at Makaha Beach

Charming Studio Apartment with Cold AC in fabulous Makaha

9.8 out of 10, Exceptional, (7)
The price is AU$577
includes taxes & fees
6 Oct - 7 Oct
Charming Studio Apartment with Cold AC in fabulous Makaha

Cozy Beach front condo in Makaha

9.6 out of 10, Exceptional, (161)
"Such a great place to stay. Far away from town which is great. We wanted somewhere private and quiet. Oahu was small enough we get to drive everywhere, everyday. The private beach was a huge plus. Practically having the whole beach to ourselves. The property was amazing and we thoroughly enjoyed our stay!"
Cozy Beach front condo in Makaha

Beach Villas at Ko Olina Premium Corner Penthouse Villa Spectacular Ocean views

10.0 out of 10, Exceptional, (153)
"Great property, great location, great sunset view! Awesome selection of family items…from a wagon to strollers, high chairs, sand toys, beach chairs…this condo is amazing. Very responsive owner and management company. Highly recommended!! "
Beach Villas at Ko Olina Premium Corner Penthouse Villa Spectacular Ocean views

Gorgeous Beach Front Home with Amazing Sunsets

10.0 out of 10, Exceptional, (81)
"Great place to stay on the beach with our family!"
Gorgeous Beach Front Home with Amazing Sunsets

West Side Westy - 1985 VW Westfalia

10.0 out of 10, Exceptional, (3)
"Not only did this VRBO meet the standard, the host Desiree went above and beyond. The communication was above par, she did everything that she could to make this short trip for a family emergency easy to find and manage. We did not have to worry about anything else. I will definitely be recommending this VRBO Westy to friends and family who may want to see the island as we do."
West Side Westy - 1985 VW Westfalia

Elite Condo with Spectacular VIEWS ❤️

8.0 out of 10, Very good, (89)
"We enjoyed our stay, great views. Great value for Oahu. Communication was excellent with the host!"
Elite Condo with Spectacular VIEWS ❤️

The Beach Villas at Ko Olina by Real Select Vacations

4.0 star property
9.8 out of 10, Exceptional, (72)
"Property was great and location was 5 star"
The Beach Villas at Ko Olina by Real Select Vacations

Luxurious, Spacious, High-end Beachfront Vacation Villa Free Parking

10.0 out of 10, Exceptional, (96)
"Had a great time while celebrating our graduating senior"
Luxurious, Spacious, High-end Beachfront Vacation Villa Free Parking

First Class Luxury Beach Front Resort Condominium

10.0 out of 10, Exceptional, (166)
"Great experience and great accommodations!"
First Class Luxury Beach Front Resort Condominium

Beautiful Oceanview Villa at Beach Villas at Ko Olina

9.8 out of 10, Exceptional, (116)
"Property as listed and described. Photos don’t do the area or villas justice. Would return and highly recommend. Amazing food nearby & super comfy beds!! "
Beautiful Oceanview Villa at Beach Villas at Ko Olina

SURFERS DREAM STUDIO

9.4 out of 10, Exceptional, (196)
"Had everything we needed plus more. The private balcony/deck was a bonus. Great hospitality by the hosts! We will definitely be back!"
SURFERS DREAM STUDIO

Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

7.8 out of 10, Good, (138)
"Incredibly safe, very clean, and truly beautiful views! Thank you so much!"
The price is AU$466
includes taxes & fees
11 Oct - 12 Oct
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

Marriott's Ko Olina Beach Club, Kapolei, Stunning Studio

9.6 out of 10, Exceptional, (47)
"Relaxing, just a great place"
Marriott's Ko Olina Beach Club, Kapolei, Stunning Studio

You will first go through a war zone, next, hidden gem. No neighbors, st lights.

9.8 out of 10, Exceptional, (18)
"We had such an amazing time here. The house was beautiful, very clean, and comfortable for my family and I. The host was very informative about fun things to do on the island. We enjoyed staying here. I would definitely recommend this vacation home to family and friends."
You will first go through a war zone, next, hidden gem. No neighbors, st lights.

Hawaiian Princess 206 1990/NUC-2223

8.0 out of 10, Very good, (53)
"Beautiful view and beach, dated accommodations but comfortable. Bed was comfortable and we appreciated the beach chairs and misc condiments in the kitchen. Homeless encampments on the way were larger than expected but they were not on beach by the unit. "
Hawaiian Princess 206 1990/NUC-2223

Luxury Penthouse at Beach Villas at Ko Olina

10.0 out of 10, Exceptional, (147)
"Great experience for the family. Great location, easy access to the island away from busy downtown area. "
Luxury Penthouse at Beach Villas at Ko Olina

Discounts available! Book now! Penthouse with Beach, Ocean, Pool views!

10.0 out of 10, Exceptional, (124)
"Incredible ocean views, with a true relaxing aloha lifestyle, "
Discounts available! Book now! Penthouse with Beach, Ocean, Pool views!

ALL BRAND NEW~ Luxury KoOlina Family Villa~Amazing Ocean Views~Paradise Awaits

3.0 star property
10.0 out of 10, Exceptional, (14)
"Communication with the host was excellent from the beginning! Sherry went above and beyond to make our vacation memorable! We truly enjoyed our stay and would return again!"
ALL BRAND NEW~ Luxury KoOlina Family Villa~Amazing Ocean Views~Paradise Awaits

Luxury Ko Olina Beach Villa Ocean View steps frm White Sand Beach

9.8 out of 10, Exceptional, (196)
"It was amazing!! The condo was perfect for what we needed. Everything was clean and was exactly as stated on VRBO. We could have used a high chair - but the pack and play was perfect for the baby. "
Luxury Ko Olina Beach Villa Ocean View steps frm White Sand Beach
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

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$466 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.