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Holiday Rentals in Leeward Coast

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Our top choices for Leeward Coast holiday rentals

1. 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, (168 reviews)
"Perfect place for 2 college students on a budget! Incredible views of both the mountains and ocean!"
United States
hannah c.
The price is €273
includes taxes & fees
19 Oct - 20 Oct
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

2. 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, (34 reviews)
"Clean and nice place to stay. It met our needs while we were there."
United States
bryon S.
The price is €295
includes taxes & fees
15 Oct - 16 Oct
Charming Studio Apartment with Cold AC in fabulous Makaha

3. Elite Condo with Spectacular VIEWS ❤️

Elite Condo with Spectacular VIEWS ❤️
Waianae
7.8 out of 10, Good, (123 reviews)
"Room was very nice . The vie w was awesome. Nice quite no one bothered you. Security was very nice to see there. There is a bus stop there if you don’t have a car. It’s peaceful and beautiful."
United States
Rose
The price is €300
includes taxes & fees
14 Nov - 15 Nov
Elite Condo with Spectacular VIEWS ❤️

4. Studio Nene - Beaches, King Bed, Mountains

Studio Nene - Beaches, King Bed, Mountains
Waianae
10.0 out of 10, Exceptional, (6 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.
The price is €389
includes taxes & fees
19 Oct - 20 Oct
Studio Nene - Beaches, King Bed, Mountains

5. Marriott's Ko'Olina Beach Club

Marriott's Ko'Olina Beach Club
4.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,032 reviews)
"we enjoyed our stay. The staff was friendly and helpful."
United States
kathryn
The price is €542
includes taxes & fees
28 Oct - 29 Oct
Marriott's Ko'Olina Beach Club

6. 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, (169 reviews)
"We enjoyed our stay so very much! The decor is beautiful, the views and sunset are amazing plus the thoughtfulness of every little touch made our stay awesome and memorable!"
United States
Valerie F.
The price is €586
includes taxes & fees
27 Oct - 28 Oct
SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!

7. 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.
Studio- Ocean View Hideaway

8. Aulani, Disney Vacation Club Villas

Aulani, Disney Vacation Club Villas
5.0 star property
Ko Olina
8.8 out of 10, Excellent, (1,031 reviews)
"Beautiful Resort"
United States
Karla
The price is €672
includes taxes & fees
28 Oct - 29 Oct
Aulani, Disney Vacation Club Villas

9. 🌺 Oahu Ocean & Mountain Views • Sleeps 14 • Pool, Spa, Near Beach, AC & BBQ 🌺

🌺 Oahu Ocean & Mountain Views • Sleeps 14 • Pool, Spa, Near Beach, AC & BBQ 🌺
Waianae
9.8 out of 10, Exceptional, (24 reviews)
"Wonderful family stay in a perfect location!"
United States
Angela C.
🌺 Oahu Ocean & Mountain Views • Sleeps 14 • Pool, Spa, Near Beach, AC & BBQ 🌺

10. Ko Olina | Beach & Pool Access | Tropical Resort Stay

Ko Olina | Beach & Pool Access | Tropical Resort Stay
Ko Olina
9.6 out of 10, Exceptional, (139 reviews)
"Beautiful location very walkable between the resorts chill environment. Staff are very friendly and helpful. The marketplace has lots to offer. The lagoons offer a beautiful safe and relaxed way to enjoy the ocean. This was a highlight for sure. We sure hope to be back to this hidden gem."
Canada
heather
The price is €602
includes taxes & fees
29 Oct - 30 Oct
Ko Olina | Beach & Pool Access | Tropical Resort Stay

11. Beach 5 Min|Community Pool+Gym|Free Parking

Beach 5 Min|Community Pool+Gym|Free Parking
Waianae
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful views, great host, away from the hustle and bustle of mega hotels. "
United States
Winston B.
The price is €1,217
includes taxes & fees
6 Nov - 7 Nov
Beach 5 Min|Community Pool+Gym|Free Parking

12. 🤙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, (11 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 price is €996
includes taxes & fees
18 Oct - 19 Oct
🤙The Makaha Shaka! 🤙3BR Villa Oahu 5 Min to Beach, Ocean View, Pool, Hot Tub

13. 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
The price is €1,196
includes taxes & fees
24 Oct - 25 Oct
Lani Kai Ocean View Villa, Sleeps 12 Pool + Hot Tub. Family-Friendly! Privacy!

14. Sleep 12, Hot Tub, Beach 5 min, Oahu West Side

Sleep 12, Hot Tub, Beach 5 min, Oahu West Side
Waianae
9.4 out of 10, Exceptional, (6 reviews)
The price is €1,220
includes taxes & fees
19 Oct - 20 Oct
Sleep 12, Hot Tub, Beach 5 min, Oahu West Side

15. Affordable Luxury-Tropical Ohana in Million Gated Comm-Pingpong/Foosbal/Rec Area

Affordable Luxury-Tropical Ohana in Million Gated Comm-Pingpong/Foosbal/Rec Area
Waianae
10.0 out of 10, Exceptional, (11 reviews)
"Amazing place to stay. Cynthia our host was just incredible. Wonderful stay."
United States
Michelle H.
The price is €1,002
includes taxes & fees
19 Oct - 20 Oct
Affordable Luxury-Tropical Ohana in Million Gated Comm-Pingpong/Foosbal/Rec Area

16. Single LVL Home|Beach 5 Min|Fire Pit|Free Parking

Single LVL Home|Beach 5 Min|Fire Pit|Free Parking
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.
The price is €1,199
includes taxes & fees
23 Oct - 24 Oct
Single LVL Home|Beach 5 Min|Fire Pit|Free Parking

17. 2 King Beds|Beach 5 Min|BBQ|Free Parking

2 King Beds|Beach 5 Min|BBQ|Free Parking
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.
The price is €1,099
includes taxes & fees
21 Oct - 22 Oct
2 King Beds|Beach 5 Min|BBQ|Free Parking

18. Marriott's Ko Olina Beach CluB (1BR)

Marriott's Ko Olina Beach CluB (1BR)
Ko Olina
8.0 out of 10, Very good, (4 reviews)
"Good room, great amenities, great staff. "
United States
Robert
The price is €815
includes taxes & fees
28 Oct - 29 Oct
Marriott's Ko Olina Beach CluB (1BR)

19. 🏄‍♀️ 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
9.4 out of 10, Exceptional, (3 reviews)
"We absolutely loved our stay here! From the moment we arrived, everything felt comfortable, clean, and welcoming. The property was beautiful, very well-maintained, and the view was honestly one of our favorite parts of the stay. Waking up and enjoying that scenery made our Hawaii vacation even more special. Everything was just perfect for us, and we had such a relaxing and enjoyable experience. We were very happy with our stay and would definitely come back again the next time we’re in Hawaii....
United States
Dhu
🏄‍♀️ Villa Aloha · 4 Bedrooms, Pool, spa, Sleeps 12 Oahu Top New Home 🏝️

20. Hot Tub|Mountain Views|Beach 5 Min|Free Parking

Hot Tub|Mountain Views|Beach 5 Min|Free Parking
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.
The price is €1,101
includes taxes & fees
26 Oct - 27 Oct
Hot Tub|Mountain Views|Beach 5 Min|Free Parking
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 €542 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. 

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