Holiday Rentals in Leeward Coast

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Leeward Coast

Hawaiian Princess at Makaha Beach
3.5 star property
8.8 out of 10, Excellent, (74)
"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. "
Hawaiian Princess at Makaha Beach
Cozy Beach front condo in Makaha
9.6 out of 10, Exceptional, (162)
"Fine unit. Fantastic wiew and great Beach."
Cozy Beach front condo in Makaha
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
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
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
7.8 out of 10, Good, (139)
"Incredibly safe, very clean, and truly beautiful views! Thank you so much!"
The price is €260
includes taxes & fees
15 Oct - 16 Oct
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
O-523 Sunset Hale Retreat - Ko Olina Beach Villa. Steps to the Pool and Beach!
O-523 Sunset Hale Retreat - Ko Olina Beach Villa. Steps to the Pool and Beach!
Luxurious, Spacious, High-end Beachfront Vacation Villa Free Parking
10.0 out of 10, Exceptional, (97)
"Thank you Ko Olina for all of the joy. This property was pristine, the staff so friendly and the condo well-stocked and beautiful. We hope to return. Mahalo. "
Luxurious, Spacious, High-end Beachfront Vacation Villa Free Parking
Elite Condo with Spectacular VIEWS ❤️
7.8 out of 10, Good, (92)
"We enjoyed our stay, great views. Great value for Oahu. Communication was excellent with the host!"
The price is €255
includes taxes & fees
3 Nov - 4 Nov
Elite Condo with Spectacular VIEWS ❤️
Charming Studio Apartment with Cold AC in fabulous Makaha
9.8 out of 10, Exceptional, (9)
"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."
The price is €330
includes taxes & fees
21 Oct - 22 Oct
Charming Studio Apartment with Cold AC in fabulous Makaha
SALE Xmas-Mar! Upgraded BeachFront Ocean View 3BR 2.5BA Villa 1734 sq.ft Floor 7
10.0 out of 10, Exceptional, (198)
"Awesome pools and beach and rooms. Super clean with great views of the water. I will come again!!!!"
SALE Xmas-Mar! Upgraded BeachFront Ocean View 3BR 2.5BA Villa 1734 sq.ft Floor 7
Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly.
9.2 out of 10, Wonderful, (37)
"Perfect place for all of us to comfortably visit Oahu! The house was safe and secluded and we had access to a small hidden beach. Loved seeing the turtles everyday! The house was a comfortable temperature with the AC units since this side of the island is warmer. The local contact was so helpful too! I had my 2 year old there and was so pleasantly surprised to have access to baby gates, books, toys, etc! Wonderful place!"
Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly.
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!"
3 bedroom house with WIFI and free parking, close to beaches and hikes.
Beautiful Oceanview Villa at Beach Villas at Ko Olina
9.8 out of 10, Exceptional, (117)
"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
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."
Stunning Ocean View Luxury Suite - Ko Olina Beach Villas O421 End Unit
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.
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"
Ocean front condo
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"
Spacious 6-bedroom house with AC in beautiful Waianae
Marriott's Ko Olina Beach Club, Kapolei, Stunning Studio
9.6 out of 10, Exceptional, (48)
"Relaxing, just a great place"
Marriott's Ko Olina Beach Club, Kapolei, Stunning Studio
2 Side x Side Villas - 3br + 2br on Same Floor-Sleeps up to 14! Great for Groups
9.8 out of 10, Exceptional, (26)
"Very clean, beautiful and comfortable setting for celebrating my Parent’s 60th with all children and spouses. Views of the ocean from balcony and perfect pools and sandy beach right below. Perfect, convenient location to see all the sites as well. We loved our time here."
2 Side x Side Villas - 3br + 2br on Same Floor-Sleeps up to 14! Great for Groups
Beach Villas at Ko Olina Premium Corner Penthouse Villa Spectacular Ocean views
10.0 out of 10, Exceptional, (155)
"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
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

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, apart-hotels, 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 favorite 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 depends 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 €255 per night. Entering your travel dates in the search wizard you might find 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.