Leeward Coast Holiday Rentals

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Our top choices for Leeward Coast holiday rentals

Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,001 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
The price is NZ$1,418
includes taxes & fees
20 May - 21 May
Aulani, Disney Vacation Club Villas

Marriott's Ko'Olina Beach Club

Marriott's Ko'Olina Beach Club
4.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,015 reviews)
"We rented a villa and it was exactly what we needed and was everything we hoped! Thank you for the wonderful stay!"
United States
Taran
The price is NZ$1,299
includes taxes & fees
20 May - 21 May
Marriott's Ko'Olina Beach Club

Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.8 out of 10, Good, (110 reviews)
"I loved the peacocks so much that was my favorite moment."
United States
Lorisa
The price is NZ$491
includes taxes & fees
27 May - 28 May
Elite Condo with Spectacular VIEWS ❤️

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, (18 reviews)
"House was well kept and clean. Very easy to find and host worked with me well. Would stay again!"
United States
Ross B.
The price is NZ$2,232
includes taxes & fees
1 June - 2 June
4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

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, (22 reviews)
"Great host. Nice home in a beautiful neighborhood with gorgeous views. We enjoyed the hot tub every night. "
United States
Amber W.
3BR, Near Beach, Game RM, Private Spa, Pool, Gym

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 NZ$2,765
includes taxes & fees
11 June - 12 June
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

Marriott's Ko Olina Beach CluB (2BR)

Marriott's Ko Olina Beach CluB (2BR)
Ko Olina
9.0 out of 10, Wonderful, (12 reviews)
"Spacious Villa and a beautiful resort. Communication with host was excellent. Wonderful stay!"
United States
Roseann
The price is NZ$2,113
includes taxes & fees
20 May - 21 May
Marriott's Ko Olina Beach CluB (2BR)

Marriotts Ko Olina Beach Club - Studio

Marriotts Ko Olina Beach Club - Studio
Ko Olina
9.6 out of 10, Exceptional, (105 reviews)
"Beautiful resort"
United States
Daniel
The price is NZ$1,133
includes taxes & fees
2 June - 3 June
Marriotts Ko Olina Beach Club - Studio

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 NZ$2,171
includes taxes & fees
24 May - 25 May
4 Bdrm, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

Marriott's Ko Olina Beach CluB (1BR)

Marriott's Ko Olina Beach CluB (1BR)
Ko Olina
10.0 out of 10, Exceptional, (3 reviews)
"Good room, great amenities, great staff. "
United States
Robert
The price is NZ$1,524
includes taxes & fees
20 May - 21 May
Marriott's Ko Olina Beach CluB (1BR)

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 NZ$2,115
includes taxes & fees
23 May - 24 May
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

Kalo Homes ~ Mauka to Makai

Kalo Homes ~ Mauka to Makai
Waianae
10.0 out of 10, Exceptional, (5 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 NZ$2,498
includes taxes & fees
5 June - 6 June
Kalo Homes ~ Mauka to Makai

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 NZ$2,307
includes taxes & fees
31 May - 1 June
Sleep 12, Hot Tub, Beach 5 min, Oahu West Side

3 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

3 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
Waianae
10.0 out of 10, Exceptional, (1 review)
"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$2,192
includes taxes & fees
23 May - 24 May
3 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

New 4 Bedroom, Amazing Views, Near Beach, Free prk

New 4 Bedroom, Amazing Views, Near Beach, Free prk
Waianae
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect to include the amenities upon arrival made coffee on the patio after arrival effortless until we got to the store. This was perfect for our family "
United States
Karen W.
The price is NZ$2,592
includes taxes & fees
20 May - 21 May
New 4 Bedroom, Amazing Views, Near Beach, Free prk

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 NZ$2,160
includes taxes & fees
27 May - 28 May
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

🌺 Lani Kai Ocean View Villa 🌺 Sleeps 12 Pool + Hot Tub

🌺 Lani Kai Ocean View Villa 🌺 Sleeps 12 Pool + Hot Tub
Waianae
The price is NZ$2,355
includes taxes & fees
30 May - 31 May
🌺 Lani Kai Ocean View Villa 🌺 Sleeps 12 Pool + Hot Tub

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, (1 review)
"Host was very communicative and welcoming. Beautiful scenery and quiet community. Loved our stay "
United States
Amy C.
The price is NZ$2,123
includes taxes & fees
27 May - 28 May
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

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.
Mystic Mermaid Island Retreat! Entire Home

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, (158 reviews)
"The towers are located in a quiet beautiful area. The studio has a lush and beautiful outlook patio, the shower pressure was a lovely gift, and the room as a whole was comfy."
United States
casey g.
The price is NZ$504
includes taxes & fees
19 June - 20 June
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
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$1,133 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.