Leeward Coast Holiday Rentals

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Holiday Rentals in Leeward Coast

Hawaiian Princess at Makaha Beach

3.5 star property
Waianae
8.8 out of 10, Excellent, (76)
"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

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

Wai?anae
7.8 out of 10, Good, (145)
"Beautiful view, homey, and overall great place!"
United States
joslyn B.
The price is NZ$521
includes taxes & fees
17 Nov - 18 Nov
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

The Beach Villas at Ko Olina by Real Select Vacations

4.0 star property
Ko Olina
9.8 out of 10, Exceptional, (72)
"Beautiful condo!"
United States
Sara
The Beach Villas at Ko Olina by Real Select Vacations

Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly.

Waianae
9.2 out of 10, Wonderful, (37)
"The view of the ocean was amazing. We saw turtles coming in and laying on the nearby beach almost every day. Wish we could have stayed longer."
United States
Tina M.
Feel Hawaii. Magnificent view. Family Reunion Home. Children friendly.

Cozy Beach front condo in Makaha

Waianae
9.6 out of 10, Exceptional, (164)
"Fine unit. Fantastic wiew and great Beach."
Denmark
Jacob P.
Cozy Beach front condo in Makaha

Ocean front condo

Ko Olina
10.0 out of 10, Exceptional, (57)
"Perfect location - walk to all areas of Ko Olina."
United States
Steve & Allyson G.
Ocean front condo

Elite Condo with Spectacular VIEWS ❤️

Waianae
7.8 out of 10, Good, (95)
"Very cozy, feels like home. Views are everything - perfect for a gateway !! Loved it "
United States
Irina C.
The price is NZ$538
includes taxes & fees
26 Nov - 27 Nov
Elite Condo with Spectacular VIEWS ❤️

3 bedroom house with WIFI and free parking, close to beaches and hikes.

Waianae
10.0 out of 10, Exceptional, (9)
"The property is absolutely beautiful! Extremely clean, and the backyard was very well maintained. The house was stocked with everything we could ask for such as kitchen appliances, utensils, dishware, linens, towels, beach items (chairs), and great washer & dryer.We were a party of 7 including a grade schooler, 2 teens, and 4 adults including an 80 year old. There was plenty of space for everyone, and the beds were very comfortable. Having 2 full bathrooms was a blessing for our mixed age...
United States
Ayako M.
3 bedroom house with WIFI and free parking, close to beaches and hikes.

Beautiful Oceanview Villa at Beach Villas at Ko Olina

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

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

Ko Olina
10.0 out of 10, Exceptional, (125)
"You won't find a better view and location for the price. Wonderful Tiki Bar. Very close to Paradise Cove Luau, which is the best on the island. Snorkeling or whale watching trips less than 1/4 mile. away"
United States
Lynn W.
Discounts available! Book now! Penthouse with Beach, Ocean, Pool views!

Aloha! Come enjoy paradise in our tranquil & relaxing beach villa.

Ko Olina
10.0 out of 10, Exceptional, (31)
"This is the first time that we’ve stayed at a condo during a Hawaiian vacation and will definitely do it again thanks to our excellent experience here. We loved the lagoons and all of the local restaurants and activities."
United States
Robert H.
Aloha! Come enjoy paradise in our tranquil & relaxing beach villa.

Luxury Ko Olina Beach Rental Panoramic Ocean View Upgraded 3BR 3BA 8th fl 2 park

Ko Olina
10.0 out of 10, Exceptional, (258)
"Beautiful! Extremely comfortable for our family of 6 adults and 1 teen."
United States
Janet E.
Luxury Ko Olina Beach Rental Panoramic Ocean View Upgraded 3BR 3BA 8th fl 2 park

O-523 Sunset Hale Retreat - Ko Olina Beach Villa. Steps to the Pool and Beach!

Ko Olina
9.8 out of 10, Exceptional, (103)
"Tons of fun and nice accommodations "
United States
Melea B.
O-523 Sunset Hale Retreat - Ko Olina Beach Villa. Steps to the Pool and Beach!

Penthouse, 11th Floor, Sunset Side, Beach Tower, Panoramic Ocean View

Ko Olina
10.0 out of 10, Exceptional, (212)
"Great place!"
United States
Erick B.
Penthouse, 11th Floor, Sunset Side, Beach Tower, Panoramic Ocean View

2025 Upgrade, Ko Olina Panoramic Ocean View Villa, Luxury 3BR & 3BA, 9th Floor

Ko Olina
9.8 out of 10, Exceptional, (177)
"Such a great place to stay. Check in was super easy and Shane was ready for us and took our luggage up to the room so we could go get some lunch. The kitchen had everything and anything we could think of to use. The views of the ocean from the balcony were amazing. We will definitely be back! "
United States
Sarah E.
2025 Upgrade, Ko Olina Panoramic Ocean View Villa, Luxury 3BR & 3BA, 9th Floor

2 Side x Side Villas - 3br + 2br on Same Floor-Sleeps up to 14! Great for Groups

Ko Olina
9.8 out of 10, Exceptional, (26)
"A wonderful family gathering to celebrate our 50th wedding anniversary. Highly recommend!"
United States
Brad H.
2 Side x Side Villas - 3br + 2br on Same Floor-Sleeps up to 14! Great for Groups

Marriotts Ko Olina Beach Club - Studio

Ko Olina
9.6 out of 10, Exceptional, (93)
"Check in was easy. We didn't use the kitchen- but it is definitely suitable to make small meals. Clean. Easy location to access. Overall we had a great time."
United States
Alexandra R.
The price is NZ$1,127
includes taxes & fees
7 Dec - 8 Dec
Marriotts Ko Olina Beach Club - Studio

Oceanfront Penthouse Villa - walk to the beach and gorgeous sunset views!

Ko Olina
10.0 out of 10, Exceptional, (148)
"Had an incredible time. Property was great and Neal and Sherri were awesome!"
United States
Paula B.
Oceanfront Penthouse Villa - walk to the beach and gorgeous sunset views!

Ocean view home office

Ko Olina
9.8 out of 10, Exceptional, (32)
"I had another great stay at this property. See my previous review (December 2024). I look forward to returning."
United States
Roberto T.
The price is NZ$2,199
includes taxes & fees
16 Nov - 17 Nov
Ocean view home office

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

Ko Olina
10.0 out of 10, Exceptional, (187)
"We akll had a great time and enjoyed the condo very much."
United States
Christine M.
Affordable 3 Bedroom Family Vacation Villa on the 9th Floor/Ocean View
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 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 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 NZ$521 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.