Holiday Rentals in Leeward Coast

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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, (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 €253
includes taxes & fees
1 Mar - 2 Mar
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 €307
includes taxes & fees
21 Mar - 22 Mar
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 €459
includes taxes & fees
19 Mar - 20 Mar
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 €411
includes taxes & fees
1 Mar - 2 Mar
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 €449
includes taxes & fees
3 Mar - 4 Mar
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 €1,020
includes taxes & fees
4 Mar - 5 Mar
Kalo Homes ~ Mauka to Makai

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 €1,235
includes taxes & fees
4 Mar - 5 Mar
Family Oceanview Oasis, Hot Tub, Sleep 12

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.
The price is €1,188
includes taxes & fees
8 Mar - 9 Mar
3 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

🌺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 €867
includes taxes & fees
11 Mar - 12 Mar
🌺Oahu Perfect Vacation • Million Dollar Views, Pool, Spa, Beach, 4BR Sleeps 14

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 €1,195
includes taxes & fees
15 Mar - 16 Mar
4 BR, Near Beach, Pool/Spa, Gym, BBQ, Free Prkng

★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 €792
includes taxes & fees
7 Mar - 8 Mar
★Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 10 adults 2 kids Oahu Top New Home★

Marriott's Ko'Olina Beach Club

Marriott's Ko'Olina Beach Club
4.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,003 reviews)
"Everything about out stay was wonderful. Clean rooms, great and friendly staff, and convenient location."
United States
mele
The price is €513
includes taxes & fees
12 Mar - 13 Mar
Marriott's Ko'Olina Beach Club

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 €1,301
includes taxes & fees
29 Mar - 30 Mar
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

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 €1,045
includes taxes & fees
3 Mar - 4 Mar
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 €1,050
includes taxes & fees
4 Mar - 5 Mar
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 €948
includes taxes & fees
6 Mar - 7 Mar
3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym

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 €892
includes taxes & fees
2 Mar - 3 Mar
3 Bdrm, Sngl Lvl, Near Beach, BBQ, Pool/Spa, Gym

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, (1 review)
"Host was very communicative and welcoming. Beautiful scenery and quiet community. Loved our stay "
United States
Amy C.
The price is €1,115
includes taxes & fees
8 Mar - 9 Mar
4 BDRM, Near beach, Free Prking, HotTub, Pool, 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)
3 Bdrm, Near Beach, Sngl LVL, Pool/Spa, Gym, BBQ

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, (22 reviews)
"This property is immaculate and we had a wonderful stay! "
United States
Sarah P.
The price is €1,141
includes taxes & fees
5 Mar - 6 Mar
3BR, Near Beach, Game RM, Private Spa, Pool, Gym
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, apart-hotels, 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 favorite 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 depends 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 €253 per night. Entering your travel dates in the search wizard you might find 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.