A beach with rocks, ocean waves, and palm trees under a colorful sunset sky.

Leeward Coast Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Leeward Coast vacation rentals

Beach nearby

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, (162 reviews)
"Beautiful view of valley and very peaceful. Property is really kept up. Great Security and Staff. Enjoyed our stay there...Teally enjoyed the peacocks roaming around the grounds."
United States
Catherine L.
$256 nightly
The price is $300
Aug 9 - Aug 10
Total with taxes and fees
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
Beach

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 traveler
$315 nightly
The price is $368
Jul 20 - Jul 21
Total with taxes and fees
Charming Studio Apartment with Cold AC in fabulous Makaha
Beach nearby

Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.8 out of 10, Good, (116 reviews)
"I love staying here, it’s very relaxing and the views from up here is beautiful "
United States
Kealoha G.
$286 nightly
The price is $334
Jul 26 - Jul 27
Total with taxes and fees
Elite Condo with Spectacular VIEWS ❤️
Beach

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.
$402 nightly
The price is $471
Aug 6 - Aug 7
Total with taxes and fees
Studio Nene - Beaches, King Bed, Mountains
Smart TV, DVD player, books

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, (162 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.
$478 nightly
The price is $559
Jul 31 - Aug 1
Total with taxes and fees
SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!
Interior

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.
$426 nightly
The price is $499
Jul 21 - Jul 22
Total with taxes and fees
Studio- Ocean View Hideaway
Beach nearby

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.
$1,129 nightly
The price is $1,319
Jul 21 - Jul 22
Total with taxes and fees
Kalo Homes ~ Mauka to Makai
Outdoor dining

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.
$1,115 nightly
The price is $1,302
Jul 21 - Jul 22
Total with taxes and fees
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
Beach nearby

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, (19 reviews)
"Beautiful views, great host, away from the hustle and bustle of mega hotels. "
United States
Winston B.
$1,200 nightly
The price is $1,400
Aug 18 - Aug 19
Total with taxes and fees
4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng
Outdoor dining

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
$1,290 nightly
The price is $1,509
Aug 5 - Aug 6
Total with taxes and fees
Sleep 12, Hot Tub, Beach 5 min, Oahu West Side
Beach nearby

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 traveler
$1,268 nightly
The price is $1,480
Jul 29 - Jul 30
Total with taxes and fees
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
Terrace/patio

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, (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.
$1,263 nightly
The price is $1,476
Jul 30 - Jul 31
Total with taxes and fees
3 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
Beach

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.
$1,049 nightly
The price is $1,226
Jul 20 - Jul 21
Total with taxes and fees
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ
Beach nearby

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, (2 reviews)
"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.
$1,323 nightly
The price is $1,544
Jul 20 - Jul 21
Total with taxes and fees
New 4 Bedroom, Amazing Views, Near Beach, Free prk
Smart TV, stereo

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.
$1,148 nightly
The price is $1,345
Jul 30 - Jul 31
Total with taxes and fees
3BR, Near Beach, Game RM, Private Spa, Pool, Gym
Outdoor dining

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, (13 reviews)
"What a wonderful stay! House was wonderful, host was incredible. Would recommend to anyone looking for a great stay. "
United States
Michelle H.
$1,036 nightly
The price is $1,213
Jul 26 - Jul 27
Total with taxes and fees
Paradise Ocean Mountain Views-comm. pool,spa&gym. Ping Pong, Air Hockey/foosball
Coffee/tea maker, fridge, microwave, oven

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.
$1,123 nightly
The price is $1,315
Jul 22 - Jul 23
Total with taxes and fees
Mystic Mermaid Island Retreat! Entire Home
Property grounds

🏄‍♀️ 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.
$979 nightly
The price is $1,146
Aug 7 - Aug 8
Total with taxes and fees
🏄‍♀️ Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 12 Oahu Top New Home 🏝️
Beach nearby, beach towels

Ko Olina | Beach & Pool Access | Tropical Resort Stay

Ko Olina | Beach & Pool Access | Tropical Resort Stay
Ko Olina
9.6 out of 10, Exceptional, (124 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
$498 nightly
The price is $515
Jul 22 - Jul 23
Total with taxes and fees
Ko Olina | Beach & Pool Access | Tropical Resort Stay
Smart TV

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.
$1,182 nightly
The price is $1,379
Aug 1 - Aug 2
Total with taxes and fees
4 beds, Near Beach, Pool, Spa, Gym, Ocean Views
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

Hyatt House at Ho'opili

Hyatt House at Ho'opili

10/10 Excellent
"Staff nice, friendly, efficient. And all around hotel was great !! ❤️❤️"
Anissa 2-night trip
Posted 19 hours ago
Hyatt House at Ho'opili

Find out more about Leeward Coast

Everything you need to know about Leeward Coast vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Leeward Coast vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Leeward Coast vacation 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 low season months. For more hustle and bustle, you may prefer to visit Leeward Coast in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $515 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Leeward Coast rentals

At Expedia, we put the best Leeward Coast vacation 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 vacation.

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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