Kaanapali Cottage Rentals & Holiday Homes
Find the best cottages in Kaanapali - We found 329 exact matches
About Kaanapali Luxury Rental on Cottage Romance
Searching for cottages to rent near Kaanapali? Cottage Romance features more than 329 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 Kaanapali 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. Cottage Romance’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Kaanapali.
Are you planning to travel to the lakeside, beach, or mountain area? Cottage Romance’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.
Cottage Romance boasts of 329 holiday cottages and places to stay in Kaanapali. The site provides unique Airbnb, VRBO, Cottage Romance-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 Kaanapali Cottage Rentals
What are the top rated Cottage Rentals in Kaanapali?
There are a lot of options in Kaanapali. If you plan on staying in the Kaanapali area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Kaanapali:
- Actual Owner! - Marriott Beautiful Ocean Front Villas- 2bdr/2bath sleeps 8+1
- Ocean View-Upfront #277 Dolphin Bldg, Kaanapali Beach
- 3 BR Oceanfront Villa: Marriott's Lahaina Tower; Jan 9 - Mar 6th, 2027
- Guaranteed 2026 Thanksgiving, Christmas & New Years Weeks in Maui, Westin Villas
- Actual Owner! - Beautiful MarriottOcean Front resort - 2bdr/2bath sleeps 8+1
- Deluxe 2 Bedroom lockoff with Ocean Views:Westin Kaanapali Ocean Resort villa
- Westin Kaanapali Ocean Resorts/one-bedroom villa
- Christmas 2023 Maui! 2 Bedrooms-Sleeps 8-Dec 22 thru Dec 29 Friday-Friday
- Large 3 Bedroom Ocean Front Villa on 7th floor, Lahaina Tower
- Stunning Ocean Front Villa - 2 BR Fixed-Week/Fixed-Unit on 7th fl. Lahaina Tower
How much does it cost to rent a cottage in Kaanapali?
The average cost for a cottage rental in Kaanapali is $899 per night. Cottageromance has a wide list of great cottages near Kaanapali that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Kaanapali that allow pets?
Yes, here are the top cottage rentals in Kaanapali that allow you to bring your pet:
- Paradise Found: Spacious, Comfortable, Private Hawaiian Cottage
- Maui Kaanapali Villas B225
- THANKSGIVING WEEK - Maui Resort - Westin Nanea Villas 3BR Oceanfront Villa
- Maui Resort Rentals: Marriott's Maui Ocean Club 2 Bedroom Oceanfront Villa
See all pet-friendly vacation rentals in Kaanapali on Cottageromance
Do you have any rental cottages in Kaanapali that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Kaanapali to find one that works for you.
Are there quality cottages in Kaanapali that have indoor swimming pools?
As of 2026, the data from Cottageromance shows that there are Over 329 private swimming pools or cottages with indoor pools in the Kaanapali area along with other great amenities.
