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Leeward Coast Holiday Rentals

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Our top choices for Leeward Coast holiday rentals

1. Marriott's Ko'Olina Beach Club

Marriott's Ko'Olina Beach Club
4.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,038 reviews)
"we enjoyed our stay. The staff was friendly and helpful."
United States
kathryn
The price is AU$779
includes taxes & fees
27 Nov - 28 Nov
Marriott's Ko'Olina Beach Club

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

Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
Waianae
7.8 out of 10, Good, (171 reviews)
"The place was nice and peaceful."
United States
Maricruz J.
The price is AU$417
includes taxes & fees
17 Nov - 18 Nov
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

3. Charming Studio Apartment with Cold AC in fabulous Makaha

Charming Studio Apartment with Cold AC in fabulous Makaha
Waianae
9.0 out of 10, Wonderful, (38 reviews)
"We had the best stay! Very clean and comfortable. We loved the balcony and the peacocks the most!"
United States
Hope & Furman D.
The price is AU$450
includes taxes & fees
14 Nov - 15 Nov
Charming Studio Apartment with Cold AC in fabulous Makaha

4. Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.6 out of 10, Good, (125 reviews)
"Room was very nice . The vie w was awesome. Nice quite no one bothered you. Security was very nice to see there. There is a bus stop there if you don’t have a car. It’s peaceful and beautiful."
United States
Rose
The price is AU$405
includes taxes & fees
14 Nov - 15 Nov
Elite Condo with Spectacular VIEWS ❤️

5. Ko Olina | Beach & Pool Access | Tropical Resort Stay

Ko Olina | Beach & Pool Access | Tropical Resort Stay
Ko Olina
9.6 out of 10, Exceptional, (141 reviews)
"Beautiful location very walkable between the resorts chill environment. Staff are very friendly and helpful. The marketplace has lots to offer. The lagoons offer a beautiful safe and relaxed way to enjoy the ocean. This was a highlight for sure. We sure hope to be back to this hidden gem."
Canada
heather
The price is AU$891
includes taxes & fees
22 Nov - 23 Nov
Ko Olina | Beach & Pool Access | Tropical Resort Stay

6. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
9.0 out of 10, Wonderful, (1,036 reviews)
"Possibly the nicest resort on Oahu. The Disney hospitality puts it over the top. It gets very crowded but service never suffers."
United States
David
The price is AU$1,167
includes taxes & fees
19 Nov - 20 Nov
Aulani, Disney Vacation Club Villas

7. Studio Nene - Beaches, King Bed, Mountains

Studio Nene - Beaches, King Bed, Mountains
Waianae
10.0 out of 10, Exceptional, (6 reviews)
"The location is quiet and private. It is well decorated and had everything we needed, plus things we didn't know we needed...like beach towels, beach chairs and beach gear."
United States
Blaine J.
The price is AU$586
includes taxes & fees
1 Dec - 2 Dec
Studio Nene - Beaches, King Bed, Mountains

8. Studio- Ocean View Hideaway

Studio- Ocean View Hideaway
Waianae
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely loved the place! Would definitely come back- the hosts outdid themselves. Everything was accounted for that we could possibly need! Can’t wait to come back. "
United States
Naina S.
The price is AU$685
includes taxes & fees
14 Nov - 15 Nov
Studio- Ocean View Hideaway

9. SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!

SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!
Waianae
9.8 out of 10, Exceptional, (171 reviews)
"Wonderful view of ocean and a nice pool. Road in front is busy and noisy."
United States
Darren
The price is AU$883
includes taxes & fees
29 Nov - 30 Nov
SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!

10. Marriott's Ko Olina Beach CluB (1BR)

Marriott's Ko Olina Beach CluB (1BR)
Ko Olina
8.0 out of 10, Very good, (4 reviews)
"Good room, great amenities, great staff. "
United States
Robert
The price is AU$1,238
includes taxes & fees
14 Nov - 15 Nov
Marriott's Ko Olina Beach CluB (1BR)

11. Single LVL Home|Beach 5 Min|Fire Pit|Free Parking

Single LVL Home|Beach 5 Min|Fire Pit|Free Parking
Waianae
10.0 out of 10, Exceptional, (3 reviews)
"Everything made it a great stay. Great communication from the host. Place was very clean and well maintained. Plenty of supplies."
United States
Steven M.
Single LVL Home|Beach 5 Min|Fire Pit|Free Parking

12. Hot Tub|Mountain Views|Beach 5 Min|Free Parking

Hot Tub|Mountain Views|Beach 5 Min|Free Parking
Waianae
9.8 out of 10, Exceptional, (7 reviews)
"The host was very attentive and was in constant touch with me on how our stay was and if we needed anything. The house was beautiful and was perfect for our trip. The house was in a gated community so we felt safe and was away from all the hustle and bustle. If we ever do get to come back, I would definitely stay here again!! "
United States
Raina G.
The price is AU$1,761
includes taxes & fees
17 Nov - 18 Nov
Hot Tub|Mountain Views|Beach 5 Min|Free Parking

13. Beach 5 Min|Community Pool+Gym|Free Parking

Beach 5 Min|Community Pool+Gym|Free Parking
Waianae
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful views, great host, away from the hustle and bustle of mega hotels. "
United States
Winston B.
The price is AU$1,801
includes taxes & fees
2 Dec - 3 Dec
Beach 5 Min|Community Pool+Gym|Free Parking

14. 🏄‍♀️ Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 12 Oahu Top New Home 🏝️

🏄‍♀️ Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 12 Oahu Top New Home 🏝️
Waianae
9.6 out of 10, Exceptional, (4 reviews)
"Amazing stay. Here for our father's funeral. A perfect house for us as a family coming from multiple cities around the world."
United States
Derek W.
The price is AU$1,591
includes taxes & fees
10 Dec - 11 Dec
🏄‍♀️ Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 12 Oahu Top New Home 🏝️

15. Affordable Luxury-Tropical Ohana in Million Gated Comm-Pingpong/Foosbal/Rec Area

Affordable Luxury-Tropical Ohana in Million Gated Comm-Pingpong/Foosbal/Rec Area
Waianae
10.0 out of 10, Exceptional, (11 reviews)
"Amazing place to stay. Cynthia our host was just incredible. Wonderful stay."
United States
Michelle H.
The price is AU$1,531
includes taxes & fees
2 Dec - 3 Dec
Affordable Luxury-Tropical Ohana in Million Gated Comm-Pingpong/Foosbal/Rec Area

16. Ocean View - Game RM,Free Parking,BBQ,Beach 5 Min

Ocean View - Game RM,Free Parking,BBQ,Beach 5 Min
Waianae
10.0 out of 10, Exceptional, (5 reviews)
"Had a wonderful stay here with family. Location had very beautiful views of the Ocean and Mountains. "
United States
Anonymous traveller
The price is AU$1,765
includes taxes & fees
18 Nov - 19 Nov
Ocean View - Game RM,Free Parking,BBQ,Beach 5 Min

17. Ocean View|Community Pool+Gym|Gated|Beach 5 Min

Ocean View|Community Pool+Gym|Gated|Beach 5 Min
Waianae
10.0 out of 10, Exceptional, (7 reviews)
"We had a great time on this property. It was clean, spacious, and the owners were very good at responding in a timely matter. My family of 6 and I would definitely stay here again. "
United States
Claudia S.
The price is AU$1,667
includes taxes & fees
17 Nov - 18 Nov
Ocean View|Community Pool+Gym|Gated|Beach 5 Min

18. 🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub

🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub
Waianae
10.0 out of 10, Exceptional, (11 reviews)
"Very clean gorgeous views easy process to check in would recommend to anybody to stay here"
United States
Chris M.
The price is AU$1,705
includes taxes & fees
21 Nov - 22 Nov
🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub

19. 🌺 Oahu Ocean & Mountain Views • Sleeps 14 • Pool, Spa, Near Beach, AC & BBQ 🌺

🌺 Oahu Ocean & Mountain Views • Sleeps 14 • Pool, Spa, Near Beach, AC & BBQ 🌺
Waianae
9.8 out of 10, Exceptional, (24 reviews)
"Wonderful family stay in a perfect location!"
United States
Angela C.
The price is AU$1,810
includes taxes & fees
18 Nov - 19 Nov
🌺 Oahu Ocean & Mountain Views • Sleeps 14 • Pool, Spa, Near Beach, AC & BBQ 🌺

20. Ko Olina | Beach & Pool Access | Tropical Resort Stay

Ko Olina | Beach & Pool Access | Tropical Resort Stay
Ko Olina
The price is AU$891
includes taxes & fees
22 Nov - 23 Nov
Ko Olina | Beach & Pool Access | Tropical Resort Stay
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 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$779 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. 

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