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
- Location
- Kihei
From /nightPick dates to see pricing
Browse Wailea Vacation Rentals
Available stays
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.
- Location
- Kihei
From /nightPick dates to see pricing
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
- Location
- Kihei
From /nightPick dates to see pricing
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
- Location
- Kihei
From /nightPick dates to see pricing
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
- Location
- Kihei
From /nightPick dates to see pricing
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
- Location
- Kihei
From /nightPick dates to see pricing
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
- Location
- Kihei
From /nightPick dates to see pricing
Wailea Ekahi 21A 1Bedroom Wailea Condo Just Steps to the Pool with AC Throughout, Pools, Close to Beaches, Shops at Wailea, Restaurants, Golf, Tennis
- Location
- Kihei
From /nightPick dates to see pricing
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
- Location
- Kihei
From /nightPick dates to see pricing
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
- Location
- Kihei
From /nightPick dates to see pricing
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
- Location
- Kihei
From /nightPick dates to see pricing
Wailea Ekahi 40E Spacious 1Bedroom, 2Bathroom, Wailea Condo with 4 Pools, Close to Beaches, Fine Dining, Luxury Shopping, Golf, Tennis
- Location
- Kihei
From /nightPick dates to see pricing
Wailea Ekahi 43D Spacious Remodeled 2Bedroom Wailea Home-Away-From-Home Near Luxury Shopping, Fine Dining, Beautiful Golf Courses, Tennis Courts, and Sandy Beaches
- Location
- Kihei
From /nightPick dates to see pricing
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
- Location
- Kihei
From /nightPick dates to see pricing
Wailea on Maui
Wailea is a coastal community in South Maui known for its scenic shoreline, premier golf courses, and oceanfront dining. It offers a calm, well-maintained setting with convenient access to beaches and walking paths
Explore our Wailea vacation rental collection, or browse other South Maui neighborhoods for different vibes and price points.
Where Is Wailea?
Wailea sits along Maui’s southwestern coastline, south of Kihei and north of Makena. The area is recognized for its landscaped resort communities and coastal walking path.
Why Guests Choose Wailea
Travelers choose Wailea for its peaceful atmosphere, open green spaces, and easy access to dining and recreation. The area is thoughtfully designed, with wide sidewalks and connected beachfront pathways.
Beaches & Ocean Access
Wailea Beach, Ulua Beach, and Polo Beach are among the most visited shoreline areas in South Maui. These beaches are known for swimmable conditions and seasonal snorkeling. Many accommodations are located within walking distance of beach access points and the Wailea Beach Path.
Dining & Recreation
Wailea offers oceanfront restaurants, shopping at The Shops at Wailea, championship golf courses, and resort spas. The coastal path connects several beaches and dining locations, making it easy to explore on foot.
Good to Know
Wailea is ideal for couples, golfers, and travelers seeking a peaceful South Maui experience with convenient access to beaches and amenities.
Frequently Asked Questions about Wailea Vacation Rentals
What makes Wailea different from Kīhei?
Wailea is more resort-style, with higher-end amenities and a refined atmosphere. Kīhei is laid-back, more affordable, and feels more naturally local. Both have excellent beaches and reliable weather.
Which Wailea beaches are best for snorkeling?
Ulua Beach is the premier snorkel spot, calm, clear, and teeming with reef fish. Wailea Beach is great for swimming. Polo Beach is quiet and scenic. All three have sandy entry and good facilities nearby.
Is golf really a major draw in Wailea?
Yes. Three championship courses, Wailea Blue, Gold, and Emerald. Rates can be high and vary seasonally, but the courses are top-tier and scenic. Many visitors come partly for golf, but non-golfers enjoy spas, dining, and beaches equally.
How does Wailea compare to West Maui in terms of price and activity?
Both regions offer distinct appeal, Wailea shines with amenities, golf, spas, and fine dining, while West Maui offers more neighborhood variety and casual dining. Both have excellent beaches. You can't go wrong with either.