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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, (1,031 reviews)
"we enjoyed our stay. The staff was friendly and helpful."
United States
kathryn
The price is NZ$1,077
includes taxes & fees
18 Oct - 19 Oct
Marriott's Ko'Olina Beach Club

2. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
9.0 out of 10, Wonderful, (1,026 reviews)
"Beautiful Resort"
United States
Karla
The price is NZ$1,336
includes taxes & fees
30 Oct - 31 Oct
Aulani, Disney Vacation Club Villas

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

Ko Olina | Beach & Pool Access | Tropical Resort Stay
Ko Olina
9.6 out of 10, Exceptional, (137 reviews)
"Loved our stay!"
United States
Stephanie S.
The price is NZ$1,064
includes taxes & fees
1 Nov - 2 Nov
Ko Olina | Beach & Pool Access | Tropical Resort Stay

4. 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, (168 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 NZ$524
includes taxes & fees
7 Oct - 8 Oct
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

5. 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 NZ$765
includes taxes & fees
4 Oct - 5 Oct
Studio Nene - Beaches, King Bed, Mountains

6. 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, (34 reviews)
"Clean and nice place to stay. It met our needs while we were there."
United States
bryon S.
The price is NZ$572
includes taxes & fees
13 Oct - 14 Oct
Charming Studio Apartment with Cold AC in fabulous Makaha

7. Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.8 out of 10, Good, (123 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 NZ$583
includes taxes & fees
5 Oct - 6 Oct
Elite Condo with Spectacular VIEWS ❤️

8. 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 NZ$1,579
includes taxes & fees
4 Oct - 5 Oct
Marriott's Ko Olina Beach CluB (1BR)

9. 🌺 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, (23 reviews)
"Wonderful family stay in a perfect location!"
United States
Angela C.
The price is NZ$1,848
includes taxes & fees
13 Oct - 14 Oct
🌺 Oahu Ocean & Mountain Views • Sleeps 14 • Pool, Spa, Near Beach, AC & BBQ 🌺

10. 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.
Beach 5 Min|Community Pool+Gym|Free Parking

11. Lani Kai Ocean View Villa, Sleeps 12 Pool + Hot Tub. Family-Friendly! Privacy!

Lani Kai Ocean View Villa, Sleeps 12 Pool + Hot Tub. Family-Friendly! Privacy!
Waianae
The price is NZ$1,969
includes taxes & fees
11 Oct - 12 Oct
Lani Kai Ocean View Villa, Sleeps 12 Pool + Hot Tub. Family-Friendly! Privacy!

12. Marriott's Ko Olina Beach CluB (2BR)

Marriott's Ko Olina Beach CluB (2BR)
Ko Olina
9.4 out of 10, Exceptional, (19 reviews)
"The property was beautiful and the room was outstanding. I would highly recommend staying here."
United States
Lyndsay
The price is NZ$2,137
includes taxes & fees
4 Oct - 5 Oct
Marriott's Ko Olina Beach CluB (2BR)

13. Ocean View|Game Room|Beach 5 Min|Free Parking

Ocean View|Game Room|Beach 5 Min|Free Parking
Waianae
10.0 out of 10, Exceptional, (24 reviews)
"It was perfect for our group! All the amenities were a great perk!"
United States
Anonymous traveller
The price is NZ$2,316
includes taxes & fees
3 Oct - 4 Oct
Ocean View|Game Room|Beach 5 Min|Free Parking

14. Single Level Home|Community Pool+Gym|Beach 5 Min

Single Level Home|Community Pool+Gym|Beach 5 Min
Waianae
10.0 out of 10, Exceptional, (8 reviews)
"Perfect visit. What an awesome space. "
United States
Chris W.
The price is NZ$1,830
includes taxes & fees
3 Oct - 4 Oct
Single Level Home|Community Pool+Gym|Beach 5 Min

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
9.8 out of 10, Exceptional, (10 reviews)
"Amazing place to stay. Cynthia our host was just incredible. Wonderful stay."
United States
Michelle H.
The price is NZ$2,083
includes taxes & fees
5 Oct - 6 Oct
Affordable Luxury-Tropical Ohana in Million Gated Comm-Pingpong/Foosbal/Rec Area

16. 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, (2 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.
The price is NZ$2,202
includes taxes & fees
7 Oct - 8 Oct
Single LVL Home|Beach 5 Min|Fire Pit|Free Parking

17. 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 NZ$887
includes taxes & fees
21 Oct - 22 Oct
Studio- Ocean View Hideaway

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

Sleep 12, Hot Tub, Beach 5 min, Oahu West Side
Waianae
9.4 out of 10, Exceptional, (6 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 NZ$2,376
includes taxes & fees
13 Oct - 14 Oct
Sleep 12, Hot Tub, Beach 5 min, Oahu West Side

19. Paradise Ocean Mountain Views-comm. pool,spa&gym. Ping Pong, Air Hockey/foosball

Paradise Ocean Mountain Views-comm. pool,spa&gym. Ping Pong, Air Hockey/foosball
Waianae
10.0 out of 10, Exceptional, (16 reviews)
"What a wonderful stay! House was wonderful, host was incredible. Would recommend to anyone looking for a great stay. "
United States
Michelle H.
The price is NZ$2,193
includes taxes & fees
7 Oct - 8 Oct
Paradise Ocean Mountain Views-comm. pool,spa&gym. Ping Pong, Air Hockey/foosball

20. 🤙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)
"Great communication with Emma. The house is lovely and the living space was especially great for a women’s group trip. We would stay here again!"
United States
Christina P.
The price is NZ$1,970
includes taxes & fees
11 Oct - 12 Oct
🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Leeward Coast holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Leeward Coast. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Leeward Coast. Seeing all the best attractions is bound to make you fall in love with Leeward Coast. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Leeward Coast short-term rentals, that won’t be hard to do.

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