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Check prices for these dates

Next weekend
Jun 27 - Jun 29
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Jul 4 - Jul 6
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Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Cottages in Windward Coast

Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
Beach nearby, sun loungers, beach towels

Less than 1 min walk to Kailua Beach- NUC#90/BB -0013

9.4 out of 10, Exceptional, (132)
"We walked to Lanikai Beach to go snorkeling."
Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
An Absolute, Perfect Paradise and Affordable
Outdoor dining

An Absolute, Perfect Paradise and Affordable

9.6 out of 10, Exceptional, (156)
"We stayed in the Lanai the entire time. Saw turtles every morning on the beach. Very relaxing and met many great people! Terrie the host was wonderful. "
An Absolute, Perfect Paradise and Affordable
Beachfront Cottage at Log Cabins
TV

Beachfront Cottage at Log Cabins

9.6 out of 10, Exceptional, (36)
"Amazing location on the North Shore, place was the perfect spot in the heart of the north shore"
Beachfront Cottage at Log Cabins
Breathtaking Ocean Views Beach Cottage
Interior

Breathtaking Ocean Views Beach Cottage

9.4 out of 10, Exceptional, (141)
"We loved our stay here. You really are right on the beach; I was wondering if the pictures would be accurate but the beach is even BETTER than pictured. A magical time for our family. Book it!"
Breathtaking Ocean Views Beach Cottage
Seaside Paradise
On the beach, sun loungers, beach towels

Seaside Paradise

9.4 out of 10, Exceptional, (187)
"Overall the stay was great:"
Seaside Paradise
Bright, clean, airy Rocky Point Beach 1 bedroom loft. Steps to beach & bike path
Beach nearby, sun loungers, beach towels

Bright, clean, airy Rocky Point Beach 1 bedroom loft. Steps to beach & bike path

9.6 out of 10, Exceptional, (215)
"The location is amazing, just a short walk to the beach. The property is comfortable and clean. "
Bright, clean, airy Rocky Point Beach 1 bedroom loft. Steps to beach & bike path
Island Jewel — Ocean Front North Shore Paradise
1 bedroom, WiFi, bed sheets

Island Jewel — Ocean Front North Shore Paradise

9.4 out of 10, Exceptional, (3)
"It was a fabulous home and the location was perfect! "
Island Jewel — Ocean Front North Shore Paradise
Coral Cottage - Beachfront!
Terrace/patio

Coral Cottage - Beachfront!

8.8 out of 10, Excellent, (6)
"An uncomplicated house sitting right on the beach! "No fluff" is not a bad thing, just that the house had exactly what you needed and nothing you did not. Ample sleeping space, multiple bathrooms, easy beachfront access, and an outdoor shower to get the sand off. Easy check-in to boot!Oh, and we counted 14 wild peacocks roaming the property at one time! Really neat for the kids!"
Coral Cottage - Beachfront!
Charming Lanikai Cottage. Close to beach, A/C, parking.
1 bedroom, iron/ironing board, free WiFi, bed sheets

Charming Lanikai Cottage. Close to beach, A/C, parking.

10.0 out of 10, Exceptional, (101)
"It was the perfect quaint cottage for my husband and me in the perfect quiet location that was a quick 5 minute walk to Lanikai Beach and easy access to everything all over the island. It was a half mile walk to the pillbox hike. We will stay there again. "
Charming Lanikai Cottage. Close to beach, A/C, parking.
@ Marbella Lane - Stunning Gem w/ MT & Ocean Views
Outdoor dining

@ Marbella Lane - Stunning Gem w/ MT & Ocean Views

9.0 out of 10, Wonderful, (12)
"was great place to stop. Thank you!"
@ Marbella Lane - Stunning Gem w/ MT & Ocean Views
@ Marbella Lane - Stylish House + Impressive Views
House (4 Bedrooms) | 4 bedrooms, desk, laptop workspace, iron/ironing board

@ Marbella Lane - Stylish House + Impressive Views

3.0 star property
@ Marbella Lane - Stylish House + Impressive Views
Cottage Nene by Avantstay Mountain View + Garden
House (3 Bedrooms) | Interior

Cottage Nene by Avantstay Mountain View + Garden

3.0 star property
Cottage Nene by Avantstay Mountain View + Garden
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
Interior

Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage

3.0 star property
9.8 out of 10, Exceptional, (77)
"We enjoyed the accommodations. Everything worked out well. Friendly owners and visitations from the family dog were appreciated"
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
Marbella Lane Nohea Stylish Home Makaha
Luxury House (3 Bedrooms) | Private kitchen | Fridge, coffee/tea maker, highchair, cookware/dishes/utensils

Marbella Lane Nohea Stylish Home Makaha

4.0 star property
Marbella Lane Nohea Stylish Home Makaha
@ Marbella Lane - Serene & Lovely MT + Ocean Views
House (3 Bedrooms) | View from room

@ Marbella Lane - Serene & Lovely MT + Ocean Views

3.0 star property
@ Marbella Lane - Serene & Lovely MT + Ocean Views
Aloha Breeze by Avantstay Ocean View, Near Beach
Front of property

Aloha Breeze by Avantstay Ocean View, Near Beach

3.0 star property
Aloha Breeze by Avantstay Ocean View, Near Beach
Modern Waianae Home w/ Mountain & Valley View
House (4 Bedrooms) | Interior

Modern Waianae Home w/ Mountain & Valley View

3.0 star property
Modern Waianae Home w/ Mountain & Valley View
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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Frequently asked questions

Are there any family-friendly cottages in Windward Coast?
Yes! Reserve a room at Newly Renovated Lanikai, Steps To Ocean A, a terrific base for discovering the great outdoors in Windward Coast. This family-friendly cottage has a 3-star rating and offers conveniences such as a king-sized bed and clothes washing facilities. Windward Coast has no shortage of family-friendly attractions to visit when the kids are getting restless. Lanikai Beach and Kailua Beach promise a fun-filled day for travelers young and old.
Why book your cottage in Windward Coast with Expedia?
Expedia has some terrific cottages in Windward Coast, so get set for an unforgettable stay on nature’s doorstep. If you have a certain budget, choose how much you’d like to spend and the star rating of your property. Or, make use of our filters to search for cottages with a pool or free WiFi. We’ll help you find the right place whatever your bank balance or plans.
How can I find cheap cottages in Windward Coast?
With Expedia’s convenient filter tool, booking cheap cottages in Windward Coast couldn’t be easier. To discover accommodations that are friendly on the wallet, refine your search by star rating, amenities and budget.