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Leeward Coast Holiday Rentals

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Our top choices for Leeward Coast holiday rentals

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

Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
Waianae
8.0 out of 10, Very good, (164 reviews)
"Perfect place for 2 college students on a budget! Incredible views of both the mountains and ocean!"
United States
hannah c.
The price is AU$422
includes taxes & fees
19 Aug - 20 Aug
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

2. Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.6 out of 10, Good, (118 reviews)
"I love staying here, it’s very relaxing and the views from up here is beautiful "
United States
Kealoha G.
The price is AU$412
includes taxes & fees
17 Aug - 18 Aug
Elite Condo with Spectacular VIEWS ❤️

3. Charming Studio Apartment with Cold AC in fabulous Makaha

Charming Studio Apartment with Cold AC in fabulous Makaha
Waianae
8.8 out of 10, Excellent, (32 reviews)
"Clean and nice place to stay. It met our needs while we were there."
United States
bryon S.
The price is AU$504
includes taxes & fees
21 Aug - 22 Aug
Charming Studio Apartment with Cold AC in fabulous Makaha

4. Studio Nene - Beaches, King Bed, Mountains

Studio Nene - Beaches, King Bed, Mountains
Waianae
10.0 out of 10, Exceptional, (4 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$577
includes taxes & fees
16 Aug - 17 Aug
Studio Nene - Beaches, King Bed, Mountains

5. 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$690
includes taxes & fees
19 Aug - 20 Aug
Studio- Ocean View Hideaway

6. Sleep 12, Hot Tub, Beach 5 min, Oahu West Side

Sleep 12, Hot Tub, Beach 5 min, Oahu West Side
Waianae
10.0 out of 10, Exceptional, (4 reviews)
"We had an awesome stay, the rooms were really spacious and super clean. The interior is calm and welcoming, everything was at its proper place and well furnished. Our 16 month old had a time of her life running around bare foot in the large house! The host (emma) is very kind, super responsive, and flexible. I wish we had stayed longer. "
United States
Rajarshi
The price is AU$1,982
includes taxes & fees
19 Aug - 20 Aug
Sleep 12, Hot Tub, Beach 5 min, Oahu West Side

7. 🏄‍♀️ 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
10.0 out of 10, Exceptional, (1 review)
"We had an amazing time! There were 5 adults and 5 kids and we still felt like we had plenty of room. The arcade games and the garage space were perfect for our teens. Our host was very communicative and everything was laid out very nicely for us. We would 100% recommend staying here!"
United States
Mandi B.
The price is AU$1,463
includes taxes & fees
9 Sept - 10 Sept
🏄‍♀️ Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 12 Oahu Top New Home 🏝️

8. 4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng
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$1,738
includes taxes & fees
18 Aug - 19 Aug
4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

9. 4 beds, Near Beach, Pool, Spa, Gym, Ocean Views

4 beds, Near Beach, Pool, Spa, Gym, Ocean Views
Waianae
10.0 out of 10, Exceptional, (6 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$1,834
includes taxes & fees
8 Sept - 9 Sept
4 beds, Near Beach, Pool, Spa, Gym, Ocean Views

10. 4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym

4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym
Waianae
10.0 out of 10, Exceptional, (8 reviews)
"The home is beautiful and well-stocked. The view from the backyard is breathtaking, and at sunset it's unreal. The amenities on-site gym/pool were close and easy to use. Definitely will book again. "
United States
wess m.
The price is AU$1,979
includes taxes & fees
8 Sept - 9 Sept
4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym

11. Mystic Mermaid Island Retreat! Entire Home

Mystic Mermaid Island Retreat! Entire Home
Waianae
10.0 out of 10, Exceptional, (3 reviews)
"Everything about this house was perfect. Location, view, cleanliness, amenities. We would definitely stay again…this might be our new favorite side of the island."
United States
Rachael F.
The price is AU$1,622
includes taxes & fees
11 Sept - 12 Sept
Mystic Mermaid Island Retreat! Entire Home

12. 4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
Waianae
10.0 out of 10, Exceptional, (2 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$1,878
includes taxes & fees
17 Aug - 18 Aug
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

13. 3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym

3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym
Waianae
10.0 out of 10, Exceptional, (8 reviews)
"Perfect visit. What an awesome space. "
United States
Chris W.
The price is AU$1,503
includes taxes & fees
31 Aug - 1 Sept
3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym

14. 4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ
Waianae
9.8 out of 10, Exceptional, (9 reviews)
"We really enjoyed our stay at this property. The house was extremely clean and the kitchen was well stocked. The backyard is beautifully landscaped with plenty of seating as well as a hot tub. We really appreciated the beach towels, coolers, boards, etc. Having those things available made our time at the beach that much more enjoyable. Kerstan is an excellent host who communicated with us throughout our stay. I highly recommend this property. "
United States
Kathryn P.
The price is AU$1,929
includes taxes & fees
15 Aug - 16 Aug
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

15. 4 Bdrm, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

4 Bdrm, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng
Makaha Valley
10.0 out of 10, Exceptional, (1 review)
"Beautiful home with a beautiful view. Our family of eight stayed comfortably in the home, we all had plenty of space."
United States
Jessica E.
The price is AU$1,908
includes taxes & fees
27 Aug - 28 Aug
4 Bdrm, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

16. Kalo Collective ~ Mauka to Makai

Kalo Collective ~ Mauka to Makai
Waianae
10.0 out of 10, Exceptional, (6 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$1,780
includes taxes & fees
16 Aug - 17 Aug
Kalo Collective ~ Mauka to Makai

17. 3BR, Near Beach, Game RM, Private Spa, Pool, Gym

3BR, Near Beach, Game RM, Private Spa, Pool, Gym
Waianae
10.0 out of 10, Exceptional, (24 reviews)
"This property is immaculate and we had a wonderful stay! "
United States
Sarah P.
The price is AU$1,971
includes taxes & fees
9 Sept - 10 Sept
3BR, Near Beach, Game RM, Private Spa, Pool, Gym

18. 4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
Waianae
10.0 out of 10, Exceptional, (2 reviews)
"Host was very communicative and welcoming. Beautiful scenery and quiet community. Loved our stay "
United States
Amy C.
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

19. 4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ
Waianae
10.0 out of 10, Exceptional, (2 reviews)
"Very accommodating property and host"
United States
Mike S.
The price is AU$1,855
includes taxes & fees
26 Aug - 27 Aug
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

20. Single-Level Family Home | Hot Tub, Pool, Gym, Gated Community

Single-Level Family Home | Hot Tub, Pool, Gym, Gated Community
Waianae
10.0 out of 10, Exceptional, (1 review)
The price is AU$2,032
includes taxes & fees
9 Sept - 10 Sept
Single-Level Family Home | Hot Tub, Pool, Gym, Gated Community
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$844 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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