Wailea, HI Homes for Rent

Just moments from the iconic Four Seasons Resort in Wailea, this fully redesigned townhome offers exceptional access to world-class oceanfront amenities while maintaining privacy within the prestigious Makalii community. This 3-bedroom, 3-bath residence with a 2-car garage is a high-elevation corner unit, providing enhanced privacy, full south-facing exposure, and dynamic ocean views with

The advertised rate of $4,245/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 18, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

The advertised rate of $7,926/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 23, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

The advertised rate of $6,746/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 6, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

The advertised rate of $7,385/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

Property Id: 547088Beautiful and well maintained 3 bedroom upstairs unit of a house. A large deck covered for more space and outdoor living . This is a quiet peaceful home. Full washer and dryer, two parking spots in the driveway one in front of the other. Walking distance to beautiful world class beaches. Gym close by, great safe neighborhood in South Maui. We are looking for

Property Id: 516252 bed 1 Bath Ohana with independent driveway. AC in every room. Just renovated with tile through out. Extra beds in bedroom can sleep 5. Has own washer dryer, carport.

Beautiful, pet-friendly 3 bedroom condo at the start of Kihei. Your top floor (2nd story) home at Kamalani has beautiful views of Haleakala and plenty of green space right out your door. Pets are welcome! Air conditioning AND ceiling fans throughout. Kamalani is a fantastic neighborhood and close to it all. Easy commute to everywhere on the island and close to biking trails, restaurants, beaches,

The advertised rate of $7,567/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 17, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

The advertised rate of $3,939/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 6, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

The advertised rate of $8,501/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 10, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

The advertised rate of $4,653/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 11, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

The advertised rate of $4,744/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 3, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

The advertised rate of $7,620/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be