Windward Coast Cottage Rentals & Holiday Homes
Find the best cottages in Windward Coast - We found 50 exact matches
About Windward Coast Luxury Rental on Women In Travel
Searching for cottages to rent near Windward Coast? Women In Travel features more than 50 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Windward Coast have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Women In Travel’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Windward Coast.
Are you planning to travel to the lakeside, beach, or mountain area? Women In Travel’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Women In Travel boasts of 50 holiday cottages and places to stay in Windward Coast. The site provides unique Airbnb, VRBO, Women In Travel-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Frequently Asked Questions About Windward Coast Cottage Rentals
What are the top rated Cottage Rentals 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 Cottage Rentals in Windward Coast:
- Private Country Cottage
- Awesome Beachside Cottage Located Just Steps Away from Kailua Beach
- 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
- Perfect Oasis, Steps To The Beach! 100% Solar!
- Quaint Lanikai Cottage! Such a gem!
- Beachfront Cottage - Steps to beach, AC
How much does it cost to rent a cottage in Windward Coast?
The average cost for a cottage rental in Windward Coast is $411 per night. Womenintravel has a wide list of great cottages near Windward Coast that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Windward Coast that allow pets?
Yes, here are the top cottage rentals in Windward Coast that allow you to bring your pet:
- Waimanalo Beach Cottages
- Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
- Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD
- Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
See all pet-friendly vacation rentals in Windward Coast on Womenintravel
Do you have any rental cottages in Windward Coast that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Windward Coast to find one that works for you.
Are there quality cottages in Windward Coast that have indoor swimming pools?
As of 2026, the data from Womenintravel shows that there are Over 50 private swimming pools or cottages with indoor pools in the Windward Coast area along with other great amenities.
