Leeward Coast Holiday Rentals

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Holiday Rentals in Leeward Coast

Our top choices for Leeward Coast holiday rentals

Hawaiian Princess at Makaha Beach

3.5 star property
8.8 out of 10, Excellent, (70)
"Great private beach and views"
Hawaiian Princess at Makaha Beach

SURFERS DREAM STUDIO

9.4 out of 10, Exceptional, (195)
"Had everything we needed plus more. The private balcony/deck was a bonus. Great hospitality by the hosts! We will definitely be back!"
SURFERS DREAM STUDIO

Gorgeous Beach Front Home with Amazing Sunsets

10.0 out of 10, Exceptional, (79)
"This house was great to stay in. We wanted freedom of movement. The shopping was so good and you are away from the noise. Will definitely in the future stay with Reyna again. The view from the backyard was truly amazing. And our host, also amazing. Thanks."
Gorgeous Beach Front Home with Amazing Sunsets

Superb ALL Newly Decorated ~Family Friendly KoOlina Villa~Amazing Ocean Views!

10.0 out of 10, Exceptional, (71)
"We love Ko Olina and 624 in every way! We cannot wait to return. Such a great base for exploring island and for relaxing as well. Everything provided. Whole area is walkable. We cannot wait to return! "
Superb ALL Newly Decorated ~Family Friendly KoOlina Villa~Amazing Ocean Views!

Charming Studio Apartment with Cold AC in fabulous Makaha

9.6 out of 10, Exceptional, (5)
The price is AU$495
includes taxes & fees
23 Sept - 24 Sept
Charming Studio Apartment with Cold AC in fabulous Makaha

Elite Condo with Spectacular VIEWS ❤️

7.8 out of 10, Good, (87)
"We enjoyed our stay, great views. Great value for Oahu. Communication was excellent with the host!"
The price is AU$470
includes taxes & fees
14 Sept - 15 Sept
Elite Condo with Spectacular VIEWS ❤️

The Beach Villas at Ko Olina by Real Select Vacations

4.0 star property
9.8 out of 10, Exceptional, (70)
"Beautiful location "
The Beach Villas at Ko Olina by Real Select Vacations

Cozy Beach front condo in Makaha

9.6 out of 10, Exceptional, (161)
"Such a great place to stay. Far away from town which is great. We wanted somewhere private and quiet. Oahu was small enough we get to drive everywhere, everyday. The private beach was a huge plus. Practically having the whole beach to ourselves. The property was amazing and we thoroughly enjoyed our stay!"
Cozy Beach front condo in Makaha

Ocean View Home for Family Fun Getaway Near Beach w/Hot Tub and Bbq Grill

9.2 out of 10, Wonderful, (15)
"This gem has the perfect view of the sky and overlooking the ocean! Safe and quiet with plenty of room to spare."
Ocean View Home for Family Fun Getaway Near Beach w/Hot Tub and Bbq Grill

Luxury Ko Olina Beach Villa with Ocean View 2BR 2BA in Beach Tower

10.0 out of 10, Exceptional, (142)
"We’ve stayed at this property before in a different unit. Both times had an amazing stay, but the location of this particular unit gave us a stunning ocean view. Really couldn’t be happier with our experience and we will definitely be back to stay again."
Luxury Ko Olina Beach Villa with Ocean View 2BR 2BA in Beach Tower

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

10.0 out of 10, Exceptional, (151)
"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

First Class Luxury Beach Front Resort Condominium

10.0 out of 10, Exceptional, (165)
"Absolutely beautiful property! We lived in the area several years ago and love going back to Ko Olina any opportunity we get. "
First Class Luxury Beach Front Resort Condominium

25% Off Aug 21–Sept 17, 2025! Luxurious Penthouse—Ocean, Beach & Pool Views!

10.0 out of 10, Exceptional, (123)
"Incredible ocean views, with a true relaxing aloha lifestyle, "
25% Off Aug 21–Sept 17, 2025! Luxurious Penthouse—Ocean, Beach & Pool Views!

Best Kept Secret on Oahu !

9.8 out of 10, Exceptional, (90)
"Had a great time, will come again!"
Best Kept Secret on Oahu !

Luxury Oceanview Villa at Beach Villas at Ko Olina Resort

9.8 out of 10, Exceptional, (161)
"We had a wonderful trip and the accommodations were perfect for 2 adults and 2 children. We hope to be back again!"
Luxury Oceanview Villa at Beach Villas at Ko Olina Resort

Marriott's Ko Olina Beach Club, Kapolei, Stunning Studio

9.6 out of 10, Exceptional, (47)
"Relaxing, just a great place"
Marriott's Ko Olina Beach Club, Kapolei, Stunning Studio

Ocean View Home in Gated Makaha Valley Near Beach w/Full Kitchen & Bbq Grill

10.0 out of 10, Exceptional, (12)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Excellent place with all needed amenities. We all enjoyed the stay and had a great time.Thank you"
Ocean View Home in Gated Makaha Valley Near Beach w/Full Kitchen & Bbq Grill

SALE Oct-Dec! Upgraded BeachFront Ocean View 3-BR 2.5BA Villa 1734 sq.ft Floor 7

10.0 out of 10, Exceptional, (197)
"Great stay for large Families "
SALE Oct-Dec! Upgraded BeachFront Ocean View 3-BR 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."
West Side Westy - 1985 VW Westfalia

ALL BRAND NEW~ Luxury KoOlina Family Villa~Amazing Ocean Views~Paradise Awaits

3.0 star property
10.0 out of 10, Exceptional, (13)
"Location, amenities, management, experience A"
ALL BRAND NEW~ Luxury KoOlina Family Villa~Amazing Ocean Views~Paradise Awaits
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

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 favourite 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 depend 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 AU$470 per night. Entering your travel dates in the search wizard might find you 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.