Leeward Coast Vacation Rentals

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Vacation Rentals in Leeward Coast

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 ❤️
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!
Oahu Family cabin_Oceanview and Beach Fun
2.0 star property
10.0 out of 10, Exceptional, (4)
"Literally from check in to check out, the best experience! Our host Emma actually was actually very communicative with us a few days prior to check-in! Super personable with us the whole time, we didn’t feel like just another tenant, but like a true guest to her home! Never had a single issue with the beautiful home that we stayed in. My husband was even able to access the gym while we were here.The location is a little away from Honolulu/Kapolei, so a rental is highly highly recommended. But...
United States
Naiele O.
$916 nightly
The price is $1,069
Oct 30 - Oct 31
Total with taxes and fees
Oahu Family cabin_Oceanview and Beach Fun
★Oahu Perfect Vacation • Million Dollar Views, Pool, Near Beach, 4BR Sleeps 14★
10.0 out of 10, Exceptional, (18)
"Wonderful family stay in a perfect location!"
United States
Angela C.
$782 nightly
The price is $911
Nov 17 - Nov 18
Total with taxes and fees
★Oahu Perfect Vacation • Million Dollar Views, Pool, Near Beach, 4BR Sleeps 14★
SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!
9.8 out of 10, Exceptional, (151)
"Stunning views! "
United States
Mary Michael S.
$425 nightly
The price is $494
Nov 14 - Nov 15
Total with taxes and fees
SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!
Studio- Ocean View Hideaway
2.0 star property
$455 nightly
The price is $529
Nov 14 - Nov 15
Total with taxes and fees
Studio- Ocean View Hideaway
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
Makaha`s Hidden Gem by Kalo Homes
10.0 out of 10, Exceptional, (21)
"This property is immaculate and we had a wonderful stay! "
United States
Sarah P.
$993 nightly
The price is $1,164
Nov 18 - Nov 19
Total with taxes and fees
Makaha`s Hidden Gem by Kalo Homes
Family Oceanview Oasis, Hot Tub, Sleep 12
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.
$1,064 nightly
The price is $1,242
Nov 5 - Nov 6
Total with taxes and fees
Family Oceanview Oasis, Hot Tub, Sleep 12
Marriott's Ko Olina Beach CluB (1BR)
$894 nightly
The price is $898
Oct 31 - Nov 1
Total with taxes and fees
Marriott's Ko Olina Beach CluB (1BR)
Family Retreat in Mākaha Valley | Sleeps 14 + Beach Gear
9.8 out of 10, Exceptional, (8)
"The house was beautiful and super comfortable. So many fun extras like great outdoor games, boggie boards and snorkeling gear. Joe was an awesome host, very responsive and made sure we had a fantastic stay. Awesome rental!"
United States
Tara S.
$1,600 nightly
The price is $1,845
Nov 3 - Nov 4
Total with taxes and fees
Family Retreat in Mākaha Valley | Sleeps 14 + Beach Gear
Marriott's Ko Olina Beach CluB (2BR)
8.8 out of 10, Excellent, (6)
"Great communication with owner. Nice resort and very spacious. "
United States
Diana V.
$1,238 nightly
The price is $1,245
Oct 31 - Nov 1
Total with taxes and fees
Marriott's Ko Olina Beach CluB (2BR)
Marriott's Ko Olina Beach Club (3BR)
7.6 out of 10, Good, (4)
"Our family really enjoyed out stay at Marriott Beach Club and plan to return again. Host was awesome along with communication. Worth it in every way!!!"
United States
Kathy J.
$1,712 nightly
The price is $1,722
Nov 10 - Nov 11
Total with taxes and fees
Marriott's Ko Olina Beach Club (3BR)
Create one of the most unique experiences on the beautiful Lā’ie country side.
9.6 out of 10, Exceptional, (101)
"Cute place in Laie. Very clean & well stocked little home. Owner is very good at keeping you updated and informed. We would definitely stay there again! "
United States
Maile C.
$216 nightly
The price is $252
Nov 2 - Nov 3
Total with taxes and fees
Create one of the most unique experiences on the beautiful Lā’ie country side.
Waikiki Vacation Rental - FREE PARKING !!!
2.0 star property
$399 nightly
The price is $464
Oct 30 - Oct 31
Total with taxes and fees
Waikiki Vacation Rental - FREE PARKING !!!
Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (3022)
"I would stay here again"
United States
Farah
$185 nightly
The price is $218
Nov 24 - Nov 25
Total with taxes and fees
Aston Waikiki Sunset
Skyline Island Colony Hotel
3.0 star property
7.2 out of 10, Good, (2095)
"Room was renovated very clean and nice"
United States
Susan
$124 nightly
The price is $146
Oct 30 - Oct 31
Total with taxes and fees
Skyline Island Colony Hotel
Royal Kuhio
3.5 star property
8.6 out of 10, Excellent, (517)
"Shops and everything is nearby "
United Kingdom
Darren
$169 nightly
The price is $200
Nov 20 - Nov 21
Total with taxes and fees
Royal Kuhio
Tropical Studios at Marine Surf Waikiki
3.0 star property
8.4 out of 10, Very Good, (364)
"Everything was great! Mahalo!"
United States
Lynn
$222 nightly
The price is $262
Nov 7 - Nov 8
Total with taxes and fees
Tropical Studios at Marine Surf Waikiki
Ilikai Marina Vacations
3.0 star property
8.0 out of 10, Very Good, (25)
"Very clean, well equipped and lots of mirrors "
United States
Siva Wing Yee
$289 nightly
The price is $341
Nov 3 - Nov 4
Total with taxes and fees
Ilikai Marina Vacations
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.