Leeward Coast Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Vacation Rentals in Leeward Coast

Hawaiian Princess at Makaha Beach

3.5 star property
8.8 out of 10, Excellent, (63)
"Lovely quiet place for family trip"
Hawaiian Princess at Makaha Beach

Cozy Beach front condo in Makaha

9.6 out of 10, Exceptional, (156)
"Wonderful stay! Quiet ..best beach on the islandwill definitely return!"
Cozy Beach front condo in Makaha

Panoramic Diamond Head Ocean View Spacious Home

4.0 star property
9.2 out of 10, Wonderful, (27)
"Home away from home, great location everything was close to anything you would need. The host was amazing. "
Panoramic Diamond Head Ocean View Spacious Home

The Beach Villas at Ko Olina by Real Select Vacations

4.0 star property
9.8 out of 10, Exceptional, (66)
"Proximity to things to do. Quiet and convenient. We really enjoyed the lagoons. AC wasn’t working when we arrived but got fixed in a few hours."
The Beach Villas at Ko Olina by Real Select Vacations

Affordable 3 Bedroom Family Vacation Villa on the 9th Floor/Ocean View

10.0 out of 10, Exceptional, (180)
"We akll had a great time and enjoyed the condo very much."
Affordable 3 Bedroom Family Vacation Villa on the 9th Floor/Ocean View

Oceanfront Sandy Beach 6 Bedrooms 4 Baths Jacuzzi

9.6 out of 10, Exceptional, (9)
"We stayed for a week, 6 adults. Waking up to a view of the ocean was fantastic! Highly recommend!"
Oceanfront Sandy Beach 6 Bedrooms 4 Baths Jacuzzi

Elite Condo with Spectacular VIEWS ❤️

8.0 out of 10, Very Good, (80)
"Enjoyed our stay! Property was clean, quiet, accessible and a great location to launch off from on this side of the island!"
The price is ¥13,879
¥42,808 total
includes taxes & fees
Jun 22 - Jun 23
Elite Condo with Spectacular VIEWS ❤️

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

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.

SURFERS DREAM STUDIO

9.4 out of 10, Exceptional, (187)
"This is a great location for nearby beaches, surfing, and swimming in the ocean. Danny is a fine host, takes good care of his guests, and provides a quiet space for a comfortable visit to the Waianae coast. Aloha!"
SURFERS DREAM STUDIO

Oceanfront Hawaiian Princess 1002 90/TVU-0219

7.8 out of 10, Good, (50)
"Loved It"
Oceanfront Hawaiian Princess 1002 90/TVU-0219

@Marbella Lane - Elegant 3BR w/ Marvelous Views

2.5 star property
9.8 out of 10, Exceptional, (6)
"I stayed with my family (total of 8) it was a very lovely home with a beautiful view and plenty of room.The only thing I did notice the house was not that clean, a lot of dust everywhere and had to vacuum multiple times throughout my stay (8+ times) the second day we were there, we vacuumed and the vacuum picked up so much debris/dust. clearly hadn’t been vacuumed in weeks. One of the curtains on the master bedroom was placed wrong, my wife had to fix it in order to properly close...
@Marbella Lane - Elegant 3BR w/ Marvelous Views

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

8.0 out of 10, Very Good, (130)
"Incredibly safe, very clean, and truly beautiful views! Thank you so much!"
The price is ¥21,767
¥48,263 total
includes taxes & fees
Jun 22 - Jun 23
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

Hawaiian Princess 206 90/TVU-0075

7.8 out of 10, Good, (48)
"Condo was fine, but could stand some updates."
Hawaiian Princess 206 90/TVU-0075

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

10.0 out of 10, Exceptional, (146)
"Fantastic property with great views! Owner was wonderful to work with. We give this property a 5 star rating."
Beach Villas at Ko Olina Premium Corner Penthouse Villa Spectacular Ocean views

Ko Olina Secluded Luxury: 3 Br, 2.5 Bath End Unit Townhome with Resort Amenities

2.0 star property
9.8 out of 10, Exceptional, (9)
"Property was perfect for us - been staying in this area for years and you can't beat it! Hosts were very attentive when I asked questions and the unit was spotless. I am looking forward to staying again next year with them:) "
Ko Olina Secluded Luxury: 3 Br, 2.5 Bath End Unit Townhome with Resort Amenities

Ko'olina Beach Villa. Steps to the pool and beach!

9.8 out of 10, Exceptional, (95)
"Our stay was excellent!"
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, (2)
"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!"
3 bedroom house with WIFI and free parking, close to beaches and hikes.

First Class Luxury Beach Front Resort Condominium

10.0 out of 10, Exceptional, (163)
"We haven’t been able to travel and stay as a family of 8 people. This location was perfect for all of us. I would return here again and recommend it to others."
First Class Luxury Beach Front Resort Condominium

Luxury Oceanview Villa at Beach Villas at Ko Olina Resort

9.8 out of 10, Exceptional, (157)
"This was the perfect place to stay for our vacation. It was so quiet and peaceful! The lagoon was so calm and our kids could swim with no fear. We went to wakiki honolulu and north shore but all the people id never want to stay there. This location was worth every penny we spent!"
Luxury Oceanview Villa at Beach Villas at Ko Olina Resort
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.
Save an average of 15% on thousands of hotels when you're signed in