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Leeward Coast Holiday Rentals

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Our top choices for Leeward Coast holiday rentals

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, (161 reviews)
"Checking in was "
United States
Carrie V.
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.8 out of 10, Good, (113 reviews)
"I loved the peacocks so much that was my favorite moment."
United States
Lorisa
The price is AU$485
includes taxes & fees
5 July - 6 July
Elite Condo with Spectacular VIEWS ❤️

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, (30 reviews)
"Location and amenities were great, nice to be away from all the people!"
United States
Anonymous traveller
The price is AU$580
includes taxes & fees
7 July - 8 July
Charming Studio Apartment with Cold AC in fabulous Makaha

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, (161 reviews)
"Place was clean and nice. Bed was comfortable. Host responded promptly to a few questions we had. Had all the things we needed for an enjoyable stay. "
United States
Michael B.
The price is AU$751
includes taxes & fees
14 July - 15 July
SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!

Studio Nene - Beaches, King Bed, Mountains

Studio Nene - Beaches, King Bed, Mountains
Waianae
10.0 out of 10, Exceptional, (3 reviews)
"The host communicated quickly & clearly - we appreciate that! The place was as described- clean, comfortable, secure, & in a pleasant gated community in the beautiful Makaha Valley.. "
United States
Marie D.
The price is AU$683
includes taxes & fees
30 June - 1 July
Studio Nene - Beaches, King Bed, Mountains

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$717
includes taxes & fees
21 July - 22 July
Studio- Ocean View Hideaway

MAKAHA CONDO NEAR BEACH/GOLF

MAKAHA CONDO NEAR BEACH/GOLF
Waianae
6.8 out of 10, (10 reviews)
"We just returned from our stay in Hawaii. We loved the location of this condo - not in a touristy area. The condo was clean, comfortable and had all the amenities we needed. The owner was very responsive and checked in on us after we arrived. We had no issue with security/parking when we arrived. I visited the office to check in the following day. The ladies there were extremely nice and helpful. I gave a 4 overall rating instead of a 5 only because the dishwasher was broken. It was labeled as...
United States
Eric P.
The price is AU$835
includes taxes & fees
17 July - 18 July
MAKAHA CONDO NEAR BEACH/GOLF

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

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 AU$2,071
includes taxes & fees
12 July - 13 July
4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

🏄‍♀️ 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
The price is AU$1,602
includes taxes & fees
6 July - 7 July
🏄‍♀️ Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 12 Oahu Top New Home 🏝️

🤙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, (9 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 Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub

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)
"Great host. Nice home in a beautiful neighborhood with gorgeous views. We enjoyed the hot tub every night. "
United States
Amber W.
The price is AU$2,024
includes taxes & fees
1 July - 2 July
3BR, Near Beach, Game RM, Private Spa, Pool, Gym

Kalo Homes ~ Mauka to Makai

Kalo Homes ~ 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$2,145
includes taxes & fees
11 July - 12 July
Kalo Homes ~ Mauka to Makai

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$2,035
includes taxes & fees
7 July - 8 July
4 beds, Near Beach, Pool, Spa, Gym, Ocean Views

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$1,588
includes taxes & fees
30 June - 1 July
3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym

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, (6 reviews)
"Kerstan is an amazing host who responded to our questions and needs tinely. The unit was very clean, and the backyard is like an oasis for the family and kids to enjoy! We got everything we need here !"
Canada
Joyce P.
The price is AU$2,202
includes taxes & fees
2 July - 3 July
4 BDRM, Near beach, Ocean Views, 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 AU$2,289
includes taxes & fees
20 July - 21 July
New 4 Bedroom, Amazing Views, Near Beach, Free prk

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$2,565
includes taxes & fees
15 July - 16 July
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

Ko Olina | Beach & Pool Access | Tropical Resort Stay

Ko Olina | Beach & Pool Access | Tropical Resort Stay
Ko Olina
9.6 out of 10, Exceptional, (119 reviews)
"Beautiful view from our room. Everything on the property that anyone could want… fitness classes & workout room, walking all along the ocean front, beach, pools, restaurants, and a shop for souvenirs, gelato, or basic necessities."
United States
Michelle
The price is AU$1,007
includes taxes & fees
22 July - 23 July
Ko Olina | Beach & Pool Access | Tropical Resort Stay

Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,003 reviews)
"This is an amazing property that is very clean and family friendly!!"
United States
Brian
The price is AU$1,423
includes taxes & fees
1 July - 2 July
Aulani, Disney Vacation Club Villas
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$1,007 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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