Windward Coast Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

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

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, (160 reviews)
"Very responsive"
United States
Brant K.
The price is CA $172
CA $415 total
includes taxes & fees
Jun 23 - Jun 24
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!! Newly Renovated!

Epic Forest View Studio, A/C, Sleeps 2, Fast Internet, Private, Beach 5m Drive

Epic Forest View Studio, A/C, Sleeps 2, Fast Internet, Private, Beach 5m Drive
Pupukea
9.8 out of 10, Exceptional, (93 reviews)
"Cool unique space"
United States
Dan
The price is CA $186
CA $411 total
includes taxes & fees
Jun 24 - Jun 25
Epic Forest View Studio, A/C, Sleeps 2, Fast Internet, Private, Beach 5m Drive

Cozy 1 Bedroom Loft Near Beaches

Cozy 1 Bedroom Loft Near Beaches
Kahuku
9.6 out of 10, Exceptional, (53 reviews)
"Everything was very hood from the booking, communicating instructions, and the unit was very nice. "
United States
Gary L.
The price is CA $301
CA $910 total
includes taxes & fees
Jun 5 - Jun 6
Cozy 1 Bedroom Loft Near Beaches

Kuilima Estates West/2nd Story Turtle Bay Golf Course Condo

Kuilima Estates West/2nd Story Turtle Bay Golf Course Condo
Kahuku
9.6 out of 10, Exceptional, (57 reviews)
"Excellent location close to famous North Shore beaches."
United States
Sue
The price is CA $247
CA $696 total
includes taxes & fees
Jun 3 - Jun 4
Kuilima Estates West/2nd Story Turtle Bay Golf Course Condo

Turtle Bay resort, Prime location, 18th hole

Turtle Bay resort, Prime location, 18th hole
Kahuku
8.8 out of 10, Excellent, (161 reviews)
"Place was amazing, clean, and fantastic location. "
United States
Steven W.
The price is CA $209
CA $527 total
includes taxes & fees
Jun 8 - Jun 9
Turtle Bay resort, Prime location, 18th hole

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, (30 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
The price is CA $212
CA $556 total
includes taxes & fees
Jun 4 - Jun 5
Charming Studio Apartment with Cold AC in fabulous Makaha

Magnificent Newly Renovated TBay Golf Course Condo

Magnificent Newly Renovated TBay Golf Course Condo
Kahuku
10.0 out of 10, Exceptional, (278 reviews)
"Awesome host! We really enjoyed our stay."
United States
Shawna G.
Magnificent Newly Renovated TBay Golf Course Condo

North Shore Tropical Studio with breathtaking mountain views!

North Shore Tropical Studio with breathtaking mountain views!
Waialua
9.4 out of 10, Exceptional, (48 reviews)
"Great location! 3/4 mile from public access to secluded beach with nice snorkeling. Host was very nice."
United States
Chris K.
The price is CA $399
CA $807 total
includes taxes & fees
Jun 3 - Jun 4
North Shore Tropical Studio with breathtaking mountain views!

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, (245 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.
The price is CA $401
CA $953 total
includes taxes & fees
Jun 26 - Jun 27
Comfortable Condo on Turtle Bay Golf Course Sleeps 5

Honu Kai@Turtle Bay- Pool, AC, Golf, Beach

Honu Kai@Turtle Bay- Pool, AC, Golf, Beach
Kahuku
9.6 out of 10, Exceptional, (72 reviews)
"Easy, safe and clean location to stay at to access all North shore activities. A/c worked great, but the cross breeze was the best with the front and back screens open."
United States
Donna A.
The price is CA $211
CA $955 total
includes taxes & fees
Jun 16 - Jun 17
Honu Kai@Turtle Bay- Pool, AC, Golf, Beach

Luxury Beachfront Condo with View

Luxury Beachfront Condo with View
Hauula
9.8 out of 10, Exceptional, (100 reviews)
"Very nice accommodations "
United States
Cassandra C.
The price is CA $551
CA $1,273 total
includes taxes & fees
Jun 16 - Jun 17
Luxury Beachfront Condo with View

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, (149 reviews)
"Excellent condo, would for sure recommend!Mahalo Kiley!"
United States
Kyle C.
The price is CA $345
CA $826 total
includes taxes & fees
Jun 6 - Jun 7
Newly Renovated Turtle Bay Condo! Enjoy All The North Shore Has To Offer!

Luxury Ocean Villa 217 at Turtle Bay! Ocean Front!

Luxury Ocean Villa 217 at Turtle Bay! Ocean Front!
Kahuku
10.0 out of 10, Exceptional, (256 reviews)
"Beautiful room. Gorgeous view. Peaceful, clean, and accommodating. Great location. "
United States
Julia
The price is CA $962
CA $1,748 total
includes taxes & fees
Jul 2 - Jul 3
Luxury Ocean Villa 217 at Turtle Bay! Ocean Front!

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)
"Absolutely perfect! This place is a dream stay! Nicole & Drew are extremely helpful & we felt so welcomed! We will most definitely be back!"
United States
Johnna R.
The price is CA $417
CA $921 total
includes taxes & fees
Jun 8 - Jun 9
SEArider TWO at Turtle Bay (1 bedroom / 1 bath)

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.
The price is CA $385
CA $931 total
includes taxes & fees
Jun 7 - Jun 8
Hanau Hideaway, 2026 Remodel, Pool, AC, Turtle Bay

Luxury Beachfront Condo with Ocean View

Luxury Beachfront Condo with Ocean View
Hauula
9.4 out of 10, Exceptional, (47 reviews)
"Great location and beautiful scenery "
United States
Heather K.
The price is CA $440
CA $1,127 total
includes taxes & fees
Jun 16 - Jun 17
Luxury Beachfront Condo with Ocean View

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 CA $724
CA $1,971 total
includes taxes & fees
Jun 7 - Jun 8
3 BDRM, Near beach, Free Prking, HotTub, Pool, Gym

Turtle Bay | Modern Condo | Kuilima East

Turtle Bay | Modern Condo | Kuilima East
Kahuku
10.0 out of 10, Exceptional, (154 reviews)
"Great place!! Loved our stay!! We will be back "
United States
Cami W.
The price is CA $379
CA $826 total
includes taxes & fees
Jun 5 - Jun 6
Turtle Bay | Modern Condo | Kuilima East

Stunning Corner Villa, Ocean Views From Every Bed

Stunning Corner Villa, Ocean Views From Every Bed
Kahuku
10.0 out of 10, Exceptional, (237 reviews)
"Great location wonderfully appointed unit. We loved it!!"
United States
Tricia G.
The price is CA $1,378
CA $2,438 total
includes taxes & fees
Jun 23 - Jun 24
Stunning Corner Villa, Ocean Views From Every Bed

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
The price is CA $357
CA $770 total
includes taxes & fees
Jun 8 - Jun 9
The Turtle Bay Signature
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

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 Windward 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.