Leeward Coast Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

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
7.8 out of 10, Good, (160 reviews)
"Very responsive"
United States
Brant K.
$257 nightly
The price is $301
Jun 8 - Jun 9
Total with taxes and fees
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!
Beach nearby

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
$286 nightly
The price is $334
Jun 7 - Jun 8
Total with taxes and fees
Elite Condo with Spectacular VIEWS ❤️
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)
"I had a great stay. The space was very clean, well-maintained, and exactly as described. Everything felt comfortable and organized, which made it easy to settle in right away."
United States
Justin
$348 nightly
The price is $407
Jun 22 - Jun 23
Total with taxes and fees
Charming Studio Apartment with Cold AC in fabulous Makaha
Beach

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.
$387 nightly
The price is $453
Jun 14 - Jun 15
Total with taxes and fees
Studio Nene - Beaches, King Bed, Mountains
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, (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.
$1,101 nightly
The price is $1,286
Jun 7 - Jun 8
Total with taxes and fees
3 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
Property grounds

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.
$478 nightly
The price is $559
Jun 7 - Jun 8
Total with taxes and fees
MAKAHA CONDO NEAR BEACH/GOLF
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, (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.
$499 nightly
The price is $584
Jun 28 - Jun 29
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.
$429 nightly
The price is $502
Jun 9 - Jun 10
Total with taxes and fees
Studio- Ocean View Hideaway
Dining

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
$1,137 nightly
The price is $1,330
Jun 11 - Jun 12
Total with taxes and fees
Lani Kai Ocean View Villa, Sleeps 12 Pool + Hot Tub. Family-Friendly! Privacy!
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, (18 reviews)
"Great house and subdivision. Relaxing!"
United States
John B.
$1,538 nightly
The price is $1,795
Jun 11 - Jun 12
Total with taxes and fees
4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng
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.
$1,065 nightly
The price is $1,245
Jun 8 - Jun 9
Total with taxes and fees
3BR, Near Beach, Game RM, Private Spa, Pool, Gym
Property grounds

🤙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
View from room

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
$827 nightly
The price is $982
Jun 7 - Jun 8
Total with taxes and fees
Aulani, Disney Vacation Club Villas
Outdoor spa tub

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.
$1,215 nightly
The price is $1,418
Jun 11 - Jun 12
Total with taxes and fees
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ
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.
$1,198 nightly
The price is $1,399
Jun 17 - Jun 18
Total with taxes and fees
Kalo Homes ~ Mauka to Makai
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
$1,243 nightly
The price is $1,454
Jun 21 - Jun 22
Total with taxes and fees
Sleep 12, Hot Tub, Beach 5 min, Oahu West Side
Beach nearby

3 Bdrm, Near Beach, Sngl LVL, Pool/Spa, Gym, BBQ

3 Bdrm, Near Beach, Sngl LVL, Pool/Spa, Gym, BBQ
Waianae
10.0 out of 10, Exceptional, (1 review)
$1,191 nightly
The price is $1,394
Jun 9 - Jun 10
Total with taxes and fees
3 Bdrm, Near Beach, Sngl LVL, Pool/Spa, Gym, BBQ
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)
"The home was immaculate, bedrooms were spacious with comfortable beds, and bathrooms were well supplied with towels and toiletries.The living room and dining areas were ample and accommodating. The kitchen had everything you would need; we didn’t cook anything but we found all we needed to enjoy takeout!The backyard was large with a beautiful view. Plenty of seating but unfortunately it rained most of the time we were there. We had a great stay! Thank you!"
United States
Jane L.
$1,149 nightly
The price is $1,341
Jun 10 - Jun 11
Total with taxes and fees
4 beds, Near Beach, Pool, Spa, Gym, Ocean Views
Fridge, microwave, oven, stovetop

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.
$975 nightly
The price is $1,142
Jun 9 - Jun 10
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
$1,006 nightly
The price is $1,177
Jun 7 - Jun 8
Total with taxes and fees
🏄‍♀️ Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 12 Oahu Top New Home 🏝️
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

Marriotts Ko Olina Beach Club - Studio

Marriotts Ko Olina Beach Club - Studio

8/10 Good
"First the marriot Ko Olina property is incredible great staff, great place to stay had so much fun at this resort We were a bit upset the main pool had construction going on took out walkways no bar by pool or access to slide ,and it was so loud couldn't enjoy yourself by pools anyway a heads up would have been great i do construction last thing I want to hear while relaxing is a concrete saw !!!The Room we got had not much to be desired we were put in the furthest back building in the furthest corner studio 8th floor over looking the parking lot ,room was fine not a lot of room not recommended for more than 2 ,the outdoor patio was like a little dungeon not much light and looked like it needed a new update of paint and cleaning Again room was fine no frills would definitely stay at this property again would definitely look into diffrent room type and building Thanks"
Bryan H. 5-night trip
Posted 23 hours ago
Marriotts Ko Olina Beach Club - Studio

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 $691 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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