Leeward Coast Vacation Rentals

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Vacation Rentals in Leeward Coast

Hawaiian Princess at Makaha Beach
3.5 star property
8.8 out of 10, Excellent, (75)
"The room was good with cookware and dishes. No extras (seasoning, cooking spray or oil), and the restaurants in the area are limited. View from the room was great. Beach access right there. Staff friendly. "
United States
Tony
Hawaiian Princess at Makaha Beach
Cozy Beach front condo in Makaha
9.6 out of 10, Exceptional, (164)
"Fine unit. Fantastic wiew and great Beach."
Denmark
Jacob P.
Cozy Beach front condo in Makaha
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"
Canada
Gurpreet
The Beach Villas at Ko Olina by Real Select Vacations
Elite Condo with Spectacular VIEWS ❤️
7.8 out of 10, Good, (94)
"We enjoyed our stay, great views. Great value for Oahu. Communication was excellent with the host!"
United States
Peggy
$263 nightly
The price is $306
Nov 3 - Nov 4
Total with taxes and fees
Elite Condo with Spectacular VIEWS ❤️
Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly.
9.2 out of 10, Wonderful, (37)
"The house was beautiful. Right on the ocean. Communication was always prompt and very friendly. My family enjoyed sitting on the balcony watching the waves come in. Stunning place and would definitely stay here again."
United States
Krystal R.
Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly.
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
7.8 out of 10, Good, (143)
"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
$254 nightly
The price is $296
Nov 3 - Nov 4
Total with taxes and fees
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
SALE Xmas-May! Upgraded BeachFront Ocean View 3BR 2.5BA Villa 1734 sq.ft Floor 7
10.0 out of 10, Exceptional, (199)
"Awesome pools and beach and rooms. Super clean with great views of the water. I will come again!!!!"
United States
Sharlene F.
SALE Xmas-May! Upgraded BeachFront Ocean View 3BR 2.5BA Villa 1734 sq.ft Floor 7
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."
United States
Valaree V.
West Side Westy - 1985 VW Westfalia
Stunning Ocean View Luxury Suite - Ko Olina Beach Villas O421 End Unit
10.0 out of 10, Exceptional, (83)
"Our stay was wonderful. There was everything and more that a family of 6 needed to have a wonderful time. We will definitely book again."
United States
Bryan B.
Stunning Ocean View Luxury Suite - Ko Olina Beach Villas O421 End Unit
Spacious 6-bedroom house with AC in beautiful Waianae
9.4 out of 10, Exceptional, (16)
"Nice clean place to stay… plenty of room for all of us"
United States
Jenny B.
Spacious 6-bedroom house with AC in beautiful Waianae
Ocean-Sunset Views Home in Gated Makaha Community w/Great amenities
10.0 out of 10, Exceptional, (3)
"Magnificent place. Brand new everything!Everything you need for a great holiday. Great pool, Gym, gated community super fancy. Hyper Clean. Perfect in every way. "
Canada
Steven B.
Ocean-Sunset Views Home in Gated Makaha Community w/Great amenities
O-523 Sunset Hale Retreat - Ko Olina Beach Villa. Steps to the Pool and Beach!
10.0 out of 10, Exceptional, (2)
"Great unit"
United States
Patrick W.
O-523 Sunset Hale Retreat - Ko Olina Beach Villa. Steps to the Pool and Beach!
3 bedroom house with WIFI and free parking, close to beaches and hikes.
10.0 out of 10, Exceptional, (8)
"We had an awesome stay here. The home was extremely clean, great back yard and tub for the kids! Will definitely book again for our next Oahu vacation!"
United States
Michael H.
3 bedroom house with WIFI and free parking, close to beaches and hikes.
Ocean front condo
10.0 out of 10, Exceptional, (57)
"Ko Olina resort area is an Awesome location, close to Honolulu and the North End, Great sunsets, Great restaurants at the resorts and a beautiful walking path along the water, the condo was very nice and definitely a Great place to stay! I Love Hawaii!!.. Aloha"
United States
ed c.
Ocean front condo
Discounts available! Book now! Penthouse with Beach, Ocean, Pool views!
10.0 out of 10, Exceptional, (125)
"Really enjoyed our stay. Ko 'Olina is a beautiful place and this condo is set up great for our family of 4. The pools, beach, and beach bar are all top notch. "
United States
Matthew W.
Discounts available! Book now! Penthouse with Beach, Ocean, Pool views!
Luxurious, Spacious, High-end Beachfront Vacation Villa Free Parking
10.0 out of 10, Exceptional, (97)
"Loved the place and everything, will be back!"
United States
Karin A.
Luxurious, Spacious, High-end Beachfront Vacation Villa Free Parking
2025 Upgrade, Ko Olina Panoramic Ocean View Villa, Luxury 3BR & 3BA, 9th Floor
9.8 out of 10, Exceptional, (177)
"Property and room were amazing! "
United States
Glenn A.
2025 Upgrade, Ko Olina Panoramic Ocean View Villa, Luxury 3BR & 3BA, 9th Floor
Beautiful Oceanview Villa at Beach Villas at Ko Olina
9.8 out of 10, Exceptional, (119)
"Beautiful property, private amenities, lagoon. It was a wonderful stay and we would love to return one day. "
United States
Wesley W.
Beautiful Oceanview Villa at Beach Villas at Ko Olina
2025 Upgrade, Ko Olina Beach Tower, Luxury 2BR&2BA Villa with Ocean + Pool Views
10.0 out of 10, Exceptional, (145)
"Excellent property in a great location. This unit overlooks the pool and has a beautiful beach view. Would definitely stay here again!"
United States
Rebecca J.
2025 Upgrade, Ko Olina Beach Tower, Luxury 2BR&2BA Villa with Ocean + Pool Views
Charming Studio Apartment with Cold AC in fabulous Makaha
9.8 out of 10, Exceptional, (10)
"This condo is a beautiful slice of paradise in the most beautiful and peaceful spot on Oahu. I stayed during the 4th of July and didn’t hear a single firework due to the quiet solitude. Vanessa, the owner, is a very responsive and helpful host, and I highly recommend this spot."
United States
Luke A.
$325 nightly
The price is $378
Nov 2 - Nov 3
Total with taxes and fees
Charming Studio Apartment with Cold AC in fabulous Makaha
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Leeward Coast vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Leeward Coast vacation 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 low season months. For more hustle and bustle, you may prefer to visit Leeward Coast in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $296 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Leeward Coast rentals

At Expedia, we put the best Leeward Coast vacation 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 vacation.

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.