Windward Coast Cottage Rentals
Cottage
10.0(136 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
Oceanfront
Ocean View
Balcony/Terrace
View
US $334/Night
7 Nights - US $2,339
Cabin
8.4(30 Reviews)
39 Bedrooms
18 Baths
50 Guests
1076.39 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $507/Night
7 Nights - US $3,549
Cottage
10.0(108 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $343/Night
7 Nights - US $2,398
Cottage
10.0(77 Reviews)
1 Bedroom
1 Bath
4 Guests
640 ft²
- Ocean View
- Balcony/Terrace
- View
Kitchen
US $383/Night
7 Nights - US $2,684
Cottage
10.0(55 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $141/Night
7 Nights - US $985
Cottage
10.0(46 Reviews)
1 Bedroom
1 Bath
2 Guests
480 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $134/Night
7 Nights - US $935
Cottage
10.0(15 Reviews)
1 Bedroom
1 Bath
2 Guests
922 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $367/Night
7 Nights - US $2,568
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
Fireplace/Heating- Ocean View
- Balcony/Terrace
- View
US $257/Night
7 Nights - US $1,797
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $103/Night
7 Nights - US $720
Cottage
9.6(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
828 ft²
Private Pool- Oceanfront
Pool- Ocean View
US $621/Night
7 Nights - US $4,345
Cottage
9.4(57 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $271/Night
7 Nights - US $1,898
Cottage
2 Bedrooms
1 Bath
5 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $378/Night
7 Nights - US $2,649
Why Choose Rent By Owner for your Windward Coast Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Windward Coast
How to Book Your Windward Coast Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Windward Coast
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Windward Coast, HI
Coconut Grove
Enchanted Lake
Keolu Hills
Maunawili
Kailua
Waimanalo
Waimanalo Beach
Kalama Tract
Kahalu u
Lanikai
Ka'a'awa
Kaneohe
Frequently Asked Questions About Windward Coast Rental Cottages
1. What are the top Cottages in Windward Coast?
There are a lot of options in Windward Coast. If you plan on staying in the Windward Coast area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Windward Coast:
- 10min stroll to Kailua Beach -Split Aircon/wireless/kitchen/solar
- Secluded air-conditioned cottage a half block to Waimanalo Beach, 30-day min
- Waimānalo Beach Cottages 2 min walk to the beach!
- Kailua Beach Cottage with A/C
- Unique Boathouse on the Bay
- Beachfront Cottage - Steps to beach, AC
- Ocean View Guest Cottage - 1990/NUC-1797
- Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760
- Beachfront Plantation Cottage - 3sqm/2sqm House - Kailua Beach
- Kaikea Modern 1Ba Lanikai Cottage: Stylish & Private - 5 Min from Lanikai Beach
2. How many Cottages are available in Windward Coast?
Currently, the total number of properties listed by RBO in 2026 is over 48 in the Windward Coast area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Windward Coast.
More Rentals You May Like Near Windward Coast
Cottage
1 Bedroom
1 Bath
6 Guests
1400 ft²
- Ocean View
- Balcony/Terrace
- View
Pet Friendly
US $313/Night
7 Nights - US $2,194
Cottage
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $250/Night
7 Nights - US $1,750
Cottage
2 Bedrooms
1 Bath
8 Guests
900 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $311/Night
7 Nights - US $2,180
Cottage
10.0(203 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $272/Night
7 Nights - US $1,904
Cottage
10.0(126 Reviews)
2 Bedrooms
2 Baths
4 Guests
900 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $203/Night
7 Nights - US $1,418
Cottage
10.0(61 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $727/Night
7 Nights - US $5,090
Cottage
10.0(28 Reviews)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Balcony/Terrace
- Kitchen
Parking
Air Conditioner
US $326/Night
7 Nights - US $2,285
Cottage
10.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
600 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $487/Night
7 Nights - US $3,407
Cottage
9.8(86 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $182/Night
7 Nights - US $1,273
Cottage
9.8(79 Reviews)
1 Bedroom
1 Bath
2 Guests
604 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $131/Night
7 Nights - US $914
Cottage
9.8(74 Reviews)
2 Bedrooms
1 Bath
4 Guests
750 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $211/Night
7 Nights - US $1,478
Cottage
9.8(53 Reviews)
2 Bedrooms
2 Baths
5 Guests
1013 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $596/Night
7 Nights - US $4,169
