Search Cottages in Windward Coast

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month

Compare 13 Cottages in Windward Coast with updated reviews, rates, and availability.

Beachfront Cottage at Log Cabins

9.8 out of 10, Exceptional, (31)
"I stumbled upon this booking last minute after craving an Oahu stay. I’m from Chicago originally, but I’ve lived in Hawaii since 2012. Almost 3 yrs on Oahu and now a Big Island resident. Quaint, cozy, everything a family could possibly ask for. We had 2 adults and 3 boys ages 8,9,11. You can walk to Haleiwa Town if semi physically fit. Do not sleep on this one… "
Beachfront Cottage at Log Cabins

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

9.4 out of 10, Exceptional, (118)
"Location Location Location!Location is lovely with the palms and trees around the pool and Kailua Beach across the road. On site hosts responsive to questions and fixing the AC. Idiosyncratic place as described by hosts. Oldeelectric "
Less than 1 min walk to Kailua Beach- NUC#90/BB -0013

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

9.4 out of 10, Exceptional, (199)
"We had a great stay in this excellent location. Close to the surf, walk to the beach. Everything you need to cook meals at home. Simple and comfortable, great host. "
Bright, clean, airy Rocky Point Beach 1 bedroom loft. Steps to beach & bike path

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

8.6 out of 10, Excellent, (7)
"was great place to stop. Thank you!"
@ Marbella Lane - Stunning Gem w/ MT & Ocean Views

Beachy Hawaiian Cottage on the Famous North Shore. 2 bed, 1 bath. Sleeps 4

9.8 out of 10, Exceptional, (44)
"We slept like babies at night after spending days at north shore beaches. The beds were clean and comfy an with AC if we needed it but we rarely did as the weather is always perfect. Kitchen and bathrooms has towels, toilet paper and paper towels plenty for the week we were there. Their dog Huckleberry and Midnight the cat are great little beings and very polite animals. The location is ideal and away from the crazy north shore traffic. Then it is just a quick 1-2 miles to the local sights. Easy...
Beachy Hawaiian Cottage on the Famous North Shore. 2 bed, 1 bath. Sleeps 4

Charming Ocean Front/ Beach Front/Cottage 30 day rental

10.0 out of 10, Exceptional, (265)
"Linda and her family were absolutely kind and amazing! The property is exactly as listed online with all the amenities you will ever need. The beach is literally a few steps away. The seclusion was perfect for me and my husband and the location was just minutes to the north shore food trucks and Foodland. Thank you, Linda, for your hospitality! "
Charming Ocean Front/ Beach Front/Cottage 30 day rental

An Absolute, Perfect Paradise and Affordable

9.6 out of 10, Exceptional, (151)
"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

Breathtaking Ocean Views Beach Cottage

9.4 out of 10, Exceptional, (139)
"The cottage itself is the second story of the two-story unit. The inside is very attractively decorated Hawaiian beach motif. It hadeverything you could need in a beach apartment with chairs, towels, umbrellas, body boards, etc. masks fins. snorkel. The apartment itself is a bit of a sauna, it’s soaks in that sun and with the humidity of the beach it is very warm and sticky. The owner has yet to fix two windows that would allow more Breeze into the apartment, I really hope she fixes them now...
Breathtaking Ocean Views Beach Cottage

Seaside Paradise

9.4 out of 10, Exceptional, (173)
"Clean property. Right on the beach "
Seaside Paradise

Beachfront Cottage on North Shore Oahu, Sleeps 4, $295/Night

9.6 out of 10, Exceptional, (89)
"Love the quietness and all the flowers and trees surrounding each unit. My Dad loves to fish right off the seawall just steps out the patio."
Beachfront Cottage on North Shore Oahu, Sleeps 4, $295/Night

Ocean View Cottage with Separate Suite

10.0 out of 10, Exceptional, (54)
"Wake up by tropical birds singing in the morning, quiet private spaces whole week experience. We ask host few stuffs at last minutes, quickly respond and great help, I will come back to stay again. In the kitchen, no cooking stove equipped, however alternative cooking equipment available and not problem on our stay. Just reminder for someone need those."
Ocean View Cottage with Separate Suite

Waimanalo Beach Cottages

3.0 star property
Waimanalo Beach Cottages

Beautiful Beachside Bungalow

10.0 out of 10, Exceptional, (12)
"We love Kailua and Vicki’s cottage is a gem of a place. The location can’t be beat and it has all that is needed for a stay. Hope to come back again. Thanks Vicki!"
Beautiful Beachside Bungalow
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.
Don't see what you're looking for?
See all available properties in Windward Coast
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Windward Coast

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

9.0 out of 10, Wonderful, (126)
"We are a family of 6, all adults and loved staying here. Beautiful place with lots of space to relax and enjoy Hawaii life. HIGHLY recommend! Our host, Crystal"
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2866)
"Liked the ocean view, kitchen was nice but frying pan was terrible."
The price is SAR 572
SAR 830 total
includes taxes & fees
29 Jan - 30 Jan
Aston Waikiki Sunset

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2515)
"Communication with employees was fast and easy, they were all so kind and would try to solve your problems as fast as possible. The rooms were very neat and almost everything that we needed to see was walking distance."
The price is SAR 636
SAR 892 total
includes taxes & fees
1 Feb - 2 Feb
Aston at the Waikiki Banyan
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.

Frequently asked questions

Why book your cottage in Windward Coast with Expedia?
Booking a cottage in Windward Coast is as easy as clicking on your travel dates and selecting an ideal place for outdoor relaxation and recreation. From upscale retreats to inexpensive properties and cottages that offer perks like a pool, Expedia has something for all styles. As for terrific deals? We’ve got them too!
How can I find cheap cottages in Windward Coast?
With Expedia’s handy filter tool, comparing cheap cottages in Windward Coast couldn’t be simpler. To view accommodations that’ll make your wallet smile, refine your search by star rating, budget and amenities.