Wailea Vacation Rentals

14 listings

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Why book direct

Available stays

Guests 2 adults
Adults Ages 13+
2
Children Ages 2–12
0

14 homes found

Grand Champions 124 3Bedroom, 2Bathroom, 2nd Floor Wailea Condo with Central AC, Pool, Hot Tub. Perfect for a Family Getaway. Close to Beaches, Restaurants, Shopping, Tennis, Golf

Bedrooms
3 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 8
Location
Kihei

From /night

Grand Champions 163 Spacious 2Bedroom, 2Bathroom Luxurious Wailea Condo. Ideal Location to Walk to Beach, Tennis, Golf, Fine Dining, Luxury Shopping, and so much more.

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 7
Location
Kihei

From /night

Grand Champions 179 3Bedroom, 2Bathroom, Corner Unit Set Amidst the 18-Hole Wailea Blue Golf Course. Walk to 5-Star Resorts, Restaurants, and Luxury Shopping at the Shops at Wailea

Bedrooms
3 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 8
Location
Kihei

From /night

Palms at Wailea 1306 Spacious 2Bedroom, 2Bathroom Palms at Wailea with Ocean Views, Large Furnished Lanai for Additional Outdoor Living, AC, Infinity Pools, Hot Tub. Close to Beach

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Kihei

From /night

Palms at Wailea 1706 Beautifully Remodeled 1Bedroom Wailea Condo with Pools, AC Throughout, Spacious Furnished Lanai, Close to White Sand Beaches, Near Dining and Shops

Bedrooms
1 bedroom
Bathrooms
2 bathrooms
Sleeps
sleeps 2
Location
Kihei

From /night

Palms at Wailea 2108 Experience This Peaceful Wailea Resort Minutes From the Beach, Golf, Tennis, Fine Dining, Luxury Shopping with Infinity Pool with Expansive Ocean Views

Bedrooms
1 bedroom
Bathrooms
2 bathrooms
Sleeps
sleeps 4
Location
Kihei

From /night

Wailea Ekahi 17D Enjoy Paradise at This 1Bedroom Wailea Condo with Central AC, Pools, Perfect Location Just Steps to Keawakapu Beach, Luxury Shopping, Fine Dining, Golf

Bedrooms
1 bedroom
Bathrooms
2 bathrooms
Sleeps
sleeps 4
Location
Kihei

From /night

Wailea Ekahi 21A 1Bedroom Wailea Condo Just Steps to the Pool with AC Throughout, Pools, Close to Beaches, Shops at Wailea, Restaurants, Golf, Tennis

Bedrooms
1 bedroom
Bathrooms
2 bathrooms
Sleeps
sleeps 4
Location
Kihei

From /night

Wailea Ekahi 32B Enjoy a Piece of Paradise at This Remodeled 1Bedroom, 2Bathroom Condo Near Keawakapu Beach, Shops at Wailea, Golf Courses, Tennis Club, Fine Dining

Bedrooms
1 bedroom
Bathrooms
2 bathrooms
Sleeps
sleeps 2
Location
Kihei

From /night

Wailea Ekahi 34A Experience a Little Piece of Paradise at This Ground Floor 1Bedroom, 1Bathroom Condo in Wailea with Split AC Throughout, Pools, and Close to Beaches

Bedrooms
1 bedroom
Bathrooms
2 bathrooms
Sleeps
sleeps 4
Location
Kihei

From /night

Wailea Ekahi 37C Experience the Luxury of Wailea at Updated 1Bedroom Condo with Split AC Throughout and Comfortably Furnished and a Short Walk to South Maui Beaches

Bedrooms
1 bedroom
Bathrooms
2 bathrooms
Sleeps
sleeps 4
Location
Kihei

From /night

Wailea Ekahi 40E Spacious 1Bedroom, 2Bathroom, Wailea Condo with 4 Pools, Close to Beaches, Fine Dining, Luxury Shopping, Golf, Tennis

Bedrooms
1 bedroom
Bathrooms
2 bathrooms
Sleeps
sleeps 4
Location
Kihei

From /night

Wailea Ekahi 43D Spacious Remodeled 2Bedroom Wailea Home-Away-From-Home Near Luxury Shopping, Fine Dining, Beautiful Golf Courses, Tennis Courts, and Sandy Beaches

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Kihei

From /night

Wailea Ekolu 1509 Luxurious 2Bedroom Wailea Villa on The Wailea Blue Golf Course with Expansive Occean Views, AC and Pools. Close to Beaches, Shops, Restaurants, Tennis

Bedrooms
2 bedrooms
Bathrooms
2 bathrooms
Sleeps
sleeps 6
Location
Kihei

From /night

Wailea is a coastal community in South Maui known for its scenic shoreline, premier golf courses and oceanfront dining. It offers a calm, well-kept setting with easy access to beaches and walking paths. Our Wailea vacation rentals range from golf course condos to homes near the sand, all managed by Maui Paradise Properties.

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