Leeward Coast Vacation Rentals

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Our top choices for Leeward Coast vacation 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, (152 reviews)
"I had an amazing stay! The room was clean, updated amenities, and had a beautiful view. I received clear check-in instructions from the host. The host was also accommodating and helpful. The pool was also a nice addition. Overall, I would definitely stay there again. "
United States
Sonia M.
The price is CA $171
CA $411 total
includes taxes & fees
Feb 18 - Feb 19
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

Studio Nene - Beaches, King Bed, Mountains

Studio Nene - Beaches, King Bed, Mountains
Waianae
10.0 out of 10, Exceptional, (1 review)
"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 CA $313
CA $705 total
includes taxes & fees
Feb 25 - Feb 26
Studio Nene - Beaches, King Bed, Mountains

Charming Studio Apartment with Cold AC in fabulous Makaha

Charming Studio Apartment with Cold AC in fabulous Makaha
Waianae
9.8 out of 10, Exceptional, (17 reviews)
"Perfect hideaway from the city and tourist atmosphere. Friendly and quiet with amenities "
United States
Jennifer W.
The price is CA $211
CA $557 total
includes taxes & fees
Feb 19 - Feb 20
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, (157 reviews)
"Beautiful condo!"
United States
Carol W.
The price is CA $291
CA $780 total
includes taxes & fees
Feb 26 - Feb 27
SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!

Kalo Homes ~ Mauka to Makai

Kalo Homes ~ Mauka to Makai
Waianae
10.0 out of 10, Exceptional, (5 reviews)
"We were very impressed with the place, it was very clean and bright. We especially love that there were clean sponges to wash dishes with! The host was fabulous and responsive with communication. Thank you for a wonderful place to stay for our vacation, looking forward to staying here again in the future!"
Canada
Jessica K.
The price is CA $608
CA $1,831 total
includes taxes & fees
Mar 4 - Mar 5
Kalo Homes ~ Mauka to Makai

Studio- Ocean View Hideaway

Studio- Ocean View Hideaway
Waianae
10.0 out of 10, Exceptional, (1 review)
"I wish I had rented this for the week. It was great. f I return to Oahu I will check here first. "
United States
Stephen M.
The price is CA $342
CA $724 total
includes taxes & fees
Feb 9 - Feb 10
Studio- Ocean View Hideaway

Family Oceanview Oasis, Hot Tub, Sleep 12

Family Oceanview Oasis, Hot Tub, Sleep 12
Waianae
10.0 out of 10, Exceptional, (3 reviews)
"The views are amazing! We went to my daughter’s wedding on the other side of the island and it was perfect!Evenings in the hot tub were perfect!A short walk and we could swim in a pool. This is a beautiful home with a back yard we could have meals in and spend time with each other! "
United States
Sandy W.
The price is CA $738
CA $2,266 total
includes taxes & fees
Mar 4 - Mar 5
Family Oceanview Oasis, Hot Tub, Sleep 12

★Oahu Perfect Vacation • Million Dollar Views, Pool, Spa, Beach, 4BR Sleeps 14★

★Oahu Perfect Vacation • Million Dollar Views, Pool, Spa, Beach, 4BR Sleeps 14★
Waianae
10.0 out of 10, Exceptional, (19 reviews)
"Wonderful family stay in a perfect location!"
United States
Angela C.
The price is CA $448
CA $1,321 total
includes taxes & fees
Feb 16 - Feb 17
★Oahu Perfect Vacation • Million Dollar Views, Pool, Spa, Beach, 4BR Sleeps 14★

3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym

3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym
Waianae
9.0 out of 10, Wonderful, (4 reviews)
"My grandkids are huge historians. They wanted to come see Pearl Harbor, the aviation and other museums. We had an awesome time."
United States
dorothy b.
The price is CA $484
CA $1,452 total
includes taxes & fees
Feb 11 - Feb 12
3 BR, Near Beach, Free Prkng, 1 LVL, 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, (4 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 CA $766
CA $2,048 total
includes taxes & fees
Feb 16 - Feb 17
4 BDRM, Near beach, Ocean Views, HotTub, Pool, Gym

Kalo Homes - Makaha Mountain Hideaway

Kalo Homes - Makaha Mountain Hideaway
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 CA $666
CA $1,779 total
includes taxes & fees
Feb 16 - Feb 17
Kalo Homes - Makaha Mountain Hideaway

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 CA $525
CA $1,664 total
includes taxes & fees
Feb 11 - Feb 12
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

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 CA $620
CA $1,715 total
includes taxes & fees
Feb 8 - Feb 9
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, (7 reviews)
"Fantastic property."
United States
Charlotte L.
The price is CA $557
CA $1,550 total
includes taxes & fees
Feb 12 - Feb 13
3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym

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)
The price is CA $684
CA $1,911 total
includes taxes & fees
Feb 12 - Feb 13
3 Bdrm, Near Beach, Sngl LVL, Pool/Spa, Gym, BBQ

★Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 10 adults 2 kids Oahu Top New Home★

★Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 10 adults 2 kids Oahu Top New Home★
Waianae
The price is CA $327
CA $1,160 total
includes taxes & fees
Feb 14 - Feb 15
★Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 10 adults 2 kids Oahu Top New Home★

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, (8 reviews)
"The home was very comfortable. "
United States
Hank A.
The price is CA $901
CA $2,228 total
includes taxes & fees
Feb 23 - Feb 24
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

Marriott's Ko Olina Beach CluB (1BR)

Marriott's Ko Olina Beach CluB (1BR)
Ko Olina
10.0 out of 10, Exceptional, (1 review)
"Rooms very clean and comfortable. Kitchen well equipped. Lovely views from terrace. Staff always very courteous and friendly. We had a wonderful vacation! Thank you! Aloha !"
United States
Margarita
The price is CA $1,093
CA $1,256 total
includes taxes & fees
Feb 10 - Feb 11
Marriott's Ko Olina Beach CluB (1BR)

Oahu Family cabin_Oceanview and Beach Fun

Oahu Family cabin_Oceanview and Beach Fun
Waianae
10.0 out of 10, Exceptional, (7 reviews)
"Perfect Hawaiian Getaway!This home is a true paradise—clean, spacious, and beautifully maintained. The open layout, natural light, and ocean breezes make it incredibly relaxing. Conveniently located near beaches, restaurants, and attractions, it’s the ideal spot for a dream Hawaiian vacation!"
United States
Gaspard Van K.
The price is CA $589
CA $1,702 total
includes taxes & fees
Feb 24 - Feb 25
Oahu Family cabin_Oceanview and Beach Fun

Marriott's Ko Olina Beach Club (3BR)

Marriott's Ko Olina Beach Club (3BR)
Ko Olina
7.6 out of 10, Good, (4 reviews)
"Our family really enjoyed out stay at Marriott Beach Club and plan to return again. Host was awesome along with communication. Worth it in every way!!!"
United States
Kathy J.
The price is CA $2,169
CA $2,492 total
includes taxes & fees
Mar 2 - Mar 3
Marriott's Ko Olina Beach Club (3BR)
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.