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, (154 reviews)
"Very convenient for our family view was beautiful house had all the necessities we needed saved lots of money with having the kitchen WiFi was good bbq area was nice "
United States
Darlene R.
The price is CA $171
CA $411 total
includes taxes & fees
Mar 1 - Mar 2
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

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 $171
CA $504 total
includes taxes & fees
Mar 17 - Mar 18
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)
"Great condo and great host! The condo is really clean, fully stocked, beautifully decorated, has very comfortable bed and is right on the beach. The balcony was the most perfect and peaceful spot, looking out over the ocean and listening to the sound of the waves.The salt water pool was fantastic and the sunsets were amazing!"
Canada
jeannett s.
The price is CA $262
CA $741 total
includes taxes & fees
Feb 26 - Feb 27
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, (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 $282
CA $663 total
includes taxes & fees
Feb 25 - Feb 26
Studio Nene - Beaches, King Bed, Mountains

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 $731 total
includes taxes & fees
Mar 3 - Mar 4
Studio- Ocean View Hideaway

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 $685
CA $1,932 total
includes taxes & fees
Mar 11 - Mar 12
Kalo Homes ~ Mauka to Makai

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, (15 reviews)
"The property has beautiful views, it was peaceful, quite and in gated community. The house was clean and more than enough room for my family. They had games that you could play as a family. I highly recommend this property for anyone that i a looking for a relaxing vacation. "
United States
tasha
The price is CA $752
CA $1,919 total
includes taxes & fees
Mar 15 - Mar 16
4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

Family Oceanview Oasis, Hot Tub, Sleep 12

Family Oceanview Oasis, Hot Tub, Sleep 12
Waianae
10.0 out of 10, Exceptional, (4 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 $531
CA $1,989 total
includes taxes & fees
Mar 5 - Mar 6
Family Oceanview Oasis, Hot Tub, Sleep 12

★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 $409
CA $1,269 total
includes taxes & fees
Mar 7 - Mar 8
★Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 10 adults 2 kids Oahu Top New Home★

🌺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 $439
CA $1,409 total
includes taxes & fees
Mar 11 - Mar 12
🌺Oahu Perfect Vacation • Million Dollar Views, Pool, Spa, Beach, 4BR Sleeps 14

Marriott's Ko'Olina Beach Club

Marriott's Ko'Olina Beach Club
4.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,002 reviews)
"Everything about out stay was wonderful. Clean rooms, great and friendly staff, and convenient location."
United States
mele
The price is CA $699
CA $830 total
includes taxes & fees
Mar 7 - Mar 8
Marriott's Ko'Olina Beach Club

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 $853
CA $2,109 total
includes taxes & fees
Mar 14 - Mar 15
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

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 CA $614
CA $1,733 total
includes taxes & fees
Feb 25 - Feb 26
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

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.
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 $488
CA $1,435 total
includes taxes & fees
Feb 25 - Feb 26
3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, 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, (8 reviews)
"The home was very comfortable. "
United States
Hank A.
The price is CA $1,166
CA $2,590 total
includes taxes & fees
Mar 14 - Mar 15
4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

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 $563
CA $1,666 total
includes taxes & fees
Mar 4 - Mar 5
Oahu Family cabin_Oceanview and Beach Fun

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 $557
CA $1,551 total
includes taxes & fees
Mar 6 - Mar 7
3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym

Marriotts Ko Olina Beach Club - Studio

Marriotts Ko Olina Beach Club - Studio
Ko Olina
9.6 out of 10, Exceptional, (94 reviews)
"Relaxing, just a great place"
United States
ANTHONY
The price is CA $581
CA $896 total
includes taxes & fees
Mar 8 - Mar 9
Marriotts Ko Olina Beach Club - Studio

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 24 - Feb 25
Marriott's Ko Olina Beach CluB (1BR)
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.