Ocean Drive Cottage Rentals & Holiday Homes

Find the best cottages in Ocean Drive - We found 26 exact matches

About Ocean Drive Luxury Rental on The Ridge Maui

Searching for cottages to rent near Ocean Drive? The Ridge Maui features more than 26 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 Ocean Drive 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. The Ridge Maui’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Ocean Drive.

Are you planning to travel to the lakeside, beach, or mountain area? The Ridge Maui’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.

The Ridge Maui boasts of 26 holiday cottages and places to stay in Ocean Drive. The site provides unique Airbnb, VRBO, The Ridge Maui-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 Ocean Drive Cottage Rentals

What are the top rated Cottage Rentals in Ocean Drive?

There are a lot of options in Ocean Drive. If you plan on staying in the Ocean Drive area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Ocean Drive:

How much does it cost to rent a cottage in Ocean Drive?

The average cost for a cottage rental in Ocean Drive is $292 per night. Theridgemaui has a wide list of great cottages near Ocean Drive that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Do you have any rental cottages in Ocean Drive that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Ocean Drive to find one that works for you.

Are there quality cottages in Ocean Drive that have indoor swimming pools?

As of 2026, the data from Theridgemaui shows that there are Over 26 private swimming pools or cottages with indoor pools in the Ocean Drive area along with other great amenities.