Windward Coast Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Windward Coast vacation rentals

Partial Ocean View Condo with King or Queen Bed and Parking

Partial Ocean View Condo with King or Queen Bed and Parking
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (33 reviews)
"So so perfect, super clean room & spacious "
United States
Sheryl
$390 nightly
The price is $416
May 11 - May 12
Total with taxes and fees
Partial Ocean View Condo with King or Queen Bed and Parking

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, (158 reviews)
"The towers are located in a quiet beautiful area. The studio has a lush and beautiful outlook patio, the shower pressure was a lovely gift, and the room as a whole was comfy."
United States
casey g.
$256 nightly
The price is $300
May 15 - May 16
Total with taxes and fees
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

Turtle Bay resort, Prime location, 18th hole

Turtle Bay resort, Prime location, 18th hole
Kahuku
8.8 out of 10, Excellent, (159 reviews)
"Place was amazing, clean, and fantastic location. "
United States
Steven W.
$327 nightly
The price is $383
May 12 - May 13
Total with taxes and fees
Turtle Bay resort, Prime location, 18th hole

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (118 reviews)
"The room was much more spacious than it looked on listing and the view of downtown was amazing. Was able to check in early once room was ready and loved the Korean convenience store right downstairs!"
Canada
Di
$177 nightly
The price is $210
Jun 3 - Jun 4
Total with taxes and fees
Bishop Suites At The Executive Centre

Charming Studio Apartment with Cold AC in fabulous Makaha

Charming Studio Apartment with Cold AC in fabulous Makaha
Waianae
8.8 out of 10, Excellent, (25 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
$315 nightly
The price is $368
May 12 - May 13
Total with taxes and fees
Charming Studio Apartment with Cold AC in fabulous Makaha

The Turtle Bay Signature

The Turtle Bay Signature
Kahuku
10.0 out of 10, Exceptional, (150 reviews)
"We had an amazing time, quiet location with great amenities."
United States
Rene
$425 nightly
The price is $499
May 11 - May 12
Total with taxes and fees
The Turtle Bay Signature

Cozy 1 Bedroom Loft Near Beaches

Cozy 1 Bedroom Loft Near Beaches
Kahuku
9.6 out of 10, Exceptional, (53 reviews)
"Host is very responsive! Everything was great! Access to the beach at the St. Regis was a bonus. The Nortj Shore was amazing! Loved all the beach chairs, camp chairs and snorkeling gear. "
United States
Andy R.
$605 nightly
The price is $649
May 26 - May 27
Total with taxes and fees
Cozy 1 Bedroom Loft Near Beaches

Spacious 1 Bedroom Turtle Bay Condo Split into 2 Studios 💜 Walk to Beach 🏖️

Spacious 1 Bedroom Turtle Bay Condo Split into 2 Studios 💜 Walk to Beach 🏖️
Kahuku
7.8 out of 10, Good, (40 reviews)
"Great condition. Well appointed. Just what we needed. "
United States
John G.
$399 nightly
The price is $467
May 12 - May 13
Total with taxes and fees
Spacious 1 Bedroom Turtle Bay Condo Split into 2 Studios 💜 Walk to Beach 🏖️

Delux, spacious, clean condo with AC, WIFI, pool, golf course, near famous beach

Delux, spacious, clean condo with AC, WIFI, pool, golf course, near famous beach
Kahuku
7.8 out of 10, Good, (210 reviews)
"Vanessa was a wonderful host! Very accommodating and communicative. The condo was just as described - very comfortable, clean and the perfect spot for our family vacation to Oahu. "
United States
Alyssa M.
$310 nightly
The price is $363
May 16 - May 17
Total with taxes and fees
Delux, spacious, clean condo with AC, WIFI, pool, golf course, near famous beach

Hanau Hideaway, 2026 Remodel, Pool, AC, Turtle Bay

Hanau Hideaway, 2026 Remodel, Pool, AC, Turtle Bay
Kahuku
9.8 out of 10, Exceptional, (51 reviews)
"Great stay, perfect location. "
United States
Krissy C.
$534 nightly
The price is $625
May 20 - May 21
Total with taxes and fees
Hanau Hideaway, 2026 Remodel, Pool, AC, Turtle Bay

Diamond Head and Partial Ocean views with 2 Beds and Parking

Diamond Head and Partial Ocean views with 2 Beds and Parking
3.5 star property
Waikiki
9.4 out of 10, Exceptional, (37 reviews)
"An amazing place to stay. Location parking and communication was beyond our expectations Loved it so much!!! We will definitely be back "
United States
Rodolfo
$418 nightly
The price is $448
May 13 - May 14
Total with taxes and fees
Diamond Head and Partial Ocean views with 2 Beds and Parking

Spacious 1-Bedroom Condo near Beach

Spacious 1-Bedroom Condo near Beach
Kahuku
9.4 out of 10, Exceptional, (156 reviews)
"Nice big space in a great location. Had a great time. AC is about as loud as a vacuum cleaner as a heads up"
Canada
Anonymous traveler
$644 nightly
The price is $688
May 19 - May 20
Total with taxes and fees
Spacious 1-Bedroom Condo near Beach

SEArider TWO at Turtle Bay (1 bedroom / 1 bath)

SEArider TWO at Turtle Bay (1 bedroom / 1 bath)
Kahuku
10.0 out of 10, Exceptional, (17 reviews)
"Amazing spot and house. Next to the ritz Carlton which even tho touristy, had the best coffee we’ve had. Great location, close to sunset beach and waimea bay. 30 minutes away from the Crouching Lion, which was a 10/10 restaurant. "
United States
Mateus I.
$566 nightly
The price is $660
May 11 - May 12
Total with taxes and fees
SEArider TWO at Turtle Bay (1 bedroom / 1 bath)

Comfortable Condo on Turtle Bay Golf Course Sleeps 5

Comfortable Condo on Turtle Bay Golf Course Sleeps 5
Kahuku
9.6 out of 10, Exceptional, (244 reviews)
"Communication was excellent throughout the visit. Amenities were available and in great shape. Local restaurants the Seven brothers and Ted's Bakery were fantastic."
United States
Tom M.
$550 nightly
The price is $643
May 19 - May 20
Total with taxes and fees
Comfortable Condo on Turtle Bay Golf Course Sleeps 5

Turtle Bay | Modern Condo | Kuilima East

Turtle Bay | Modern Condo | Kuilima East
Kahuku
10.0 out of 10, Exceptional, (151 reviews)
"We were very comfortable, slept well and very easy access for us and our activities."
United States
Don K.
$479 nightly
The price is $561
May 17 - May 18
Total with taxes and fees
Turtle Bay | Modern Condo | Kuilima East

Newly Renovated Turtle Bay Condo! Enjoy All The North Shore Has To Offer!

Newly Renovated Turtle Bay Condo! Enjoy All The North Shore Has To Offer!
Kahuku
9.2 out of 10, Wonderful, (146 reviews)
"Host was great. We didn’t use the pool, but decided to get a day pass to the Turtle Bay Resort. "
United States
Jason F.
$508 nightly
The price is $595
May 22 - May 23
Total with taxes and fees
Newly Renovated Turtle Bay Condo! Enjoy All The North Shore Has To Offer!

North Shore Tropical Studio with breathtaking mountain views!

North Shore Tropical Studio with breathtaking mountain views!
Waialua
9.4 out of 10, Exceptional, (47 reviews)
"Great location! 3/4 mile from public access to secluded beach with nice snorkeling. Host was very nice."
United States
Chris K.
$502 nightly
The price is $587
May 11 - May 12
Total with taxes and fees
North Shore Tropical Studio with breathtaking mountain views!

Aloha Suite Near the Sea III - 2 Block Walk to Beach!

Aloha Suite Near the Sea III - 2 Block Walk to Beach!
Waikiki
10.0 out of 10, Exceptional, (112 reviews)
"Conveniently located and parking was reasonable. Unit is clean and instructions are very easy to follow."
United States
steven z.
$248 nightly
The price is $290
May 21 - May 22
Total with taxes and fees
Aloha Suite Near the Sea III - 2 Block Walk to Beach!

Extraordinary Listing on the Block! 2 Story Condo Renovated!

Extraordinary Listing on the Block! 2 Story Condo Renovated!
Kahuku
9.6 out of 10, Exceptional, (288 reviews)
"Great place with loads of room and well stocked kitchen in ideal location on the north shore. Clear instructions from host made for smooth access. We would be pleased to stay here again in the future."
Canada
David T.
$760 nightly
The price is $890
May 12 - May 13
Total with taxes and fees
Extraordinary Listing on the Block! 2 Story Condo Renovated!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windward Coast Hotel Reviews

Find out more about Windward Coast

Everything you need to know about Windward 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 Windward 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 Windward Coast vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windward Coast vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windward 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 Windward 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 $154 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 Windward Coast rentals

At Expedia, we put the best Windward 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 Windward 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 Windward 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 Windward 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.