Best Wailea (Maui) Vacation Rentals
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Beach access
Luxury Condo At Kameole Beach T106
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Jacuzzi
- Heated swimming pool
Featuring a sun deck and a picnic area for a delightful experience, Luxury Condo At Kameole Beach T106 Wailea villa offers a prime location 6 minutes' walk from Kamaole Beach Park 2. Providing guests with Wi-Fi and parking, the 1-bedroom holiday home is in proximity to Kihei Boat Landing.
Lounge by a heated pool or indulge in a Jacuzzi.
Luxury Condo At Kameole Beach T106
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Jacuzzi
- Heated swimming pool
Luxury Condo At Kameole Beach T106
Featuring a sun deck and a picnic area for a delightful experience, Luxury Condo At Kameole Beach T106 Wailea villa offers a prime location 6 minutes' walk from Kamaole Beach Park 2. Providing guests with Wi-Fi and parking, the 1-bedroom holiday home is in proximity to Kihei Boat Landing.
Lounge by a heated pool or indulge in a Jacuzzi.
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Beach access
Kamaole Sands Walk To Sand, Shops And Restaurants
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
Situated nearly a 10-minute ride from Cove Park, the spacious 76 m² Kamaole Sands Walk To Sand, Shops And Restaurants Wailea apartment offers a Jacuzzi for 4 visitors. The 1-bedroom apartment offers a prime location not far from Kihei Boat Landing.
Maintain your exercise routine effortlessly at a fitness area offered by the property. Guests can dive into an outdoor swimming pool at the apartment.
Kamaole Sands Walk To Sand, Shops And Restaurants
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
Kamaole Sands Walk To Sand, Shops And Restaurants
Situated nearly a 10-minute ride from Cove Park, the spacious 76 m² Kamaole Sands Walk To Sand, Shops And Restaurants Wailea apartment offers a Jacuzzi for 4 visitors. The 1-bedroom apartment offers a prime location not far from Kihei Boat Landing.
Maintain your exercise routine effortlessly at a fitness area offered by the property. Guests can dive into an outdoor swimming pool at the apartment.
Tiki Tiki - Gorgeous Boho Beach Hideaway!
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Golf course
- Heated swimming pool
Featuring a convenient location around 5 minutes on foot from Wailea Town Center, the 1-bedroom Tiki Tiki - Gorgeous Boho Beach Hideaway! Wailea apartment accommodates up to 2 guests. The apartment is situated in proximity to Makena State Park and offers a terrace, barbecue, and a golf course.
The inclusion of tennis equipment ensures a fitness-focused stay.
Tiki Tiki - Gorgeous Boho Beach Hideaway!
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Golf course
- Heated swimming pool
Tiki Tiki - Gorgeous Boho Beach Hideaway!
Featuring a convenient location around 5 minutes on foot from Wailea Town Center, the 1-bedroom Tiki Tiki - Gorgeous Boho Beach Hideaway! Wailea apartment accommodates up to 2 guests. The apartment is situated in proximity to Makena State Park and offers a terrace, barbecue, and a golf course.
The inclusion of tennis equipment ensures a fitness-focused stay.
Cheap Wailea (Maui) Vacation Rentals
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Guest favorite
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Beach access
Enjoy Your Oceanside Dream At Kihei Surfside
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Located only a 5-minute walk from Redline Rafting, Enjoy Your Oceanside Dream At Kihei Surfside Wailea villa is suitable for 4 guests and provides an outdoor swimming pool to relax in. The 1-bedroom holiday home features opportunities for snorkelling and fisheries in the area, 3.4 km from the expansive Kalama Seaside Park.
Enjoy Your Oceanside Dream At Kihei Surfside
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Enjoy Your Oceanside Dream At Kihei Surfside
Located only a 5-minute walk from Redline Rafting, Enjoy Your Oceanside Dream At Kihei Surfside Wailea villa is suitable for 4 guests and provides an outdoor swimming pool to relax in. The 1-bedroom holiday home features opportunities for snorkelling and fisheries in the area, 3.4 km from the expansive Kalama Seaside Park.
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Beach access
Maui Kamaole: Oceanview Condo in South Kihei
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Golf course
- Heated swimming pool
The spacious 119 m² Maui Kamaole: Oceanview Condo in South Kihei Wailea is around 700 metres from Kamaole Beach Park III and can accommodate up to 4 guests. Keawakapu Beach is only 0.8 km away, and Kihei Coastal Trail is situated within easy reach of the 2-bedroom apartment.
The property offers the next level stay with a picnic area and a golf course, as well as luxuries like a Jacuzzi. Also, guests can use snorkelling, diving, and hiking to stay active. Access to an outdoor swimming pool ensures a more relaxing stay.
Maui Kamaole: Oceanview Condo in South Kihei
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Golf course
- Heated swimming pool
Maui Kamaole: Oceanview Condo in South Kihei
The spacious 119 m² Maui Kamaole: Oceanview Condo in South Kihei Wailea is around 700 metres from Kamaole Beach Park III and can accommodate up to 4 guests. Keawakapu Beach is only 0.8 km away, and Kihei Coastal Trail is situated within easy reach of the 2-bedroom apartment.
The property offers the next level stay with a picnic area and a golf course, as well as luxuries like a Jacuzzi. Also, guests can use snorkelling, diving, and hiking to stay active. Access to an outdoor swimming pool ensures a more relaxing stay.
Aloha Moon - A Chic And Dreamy Modern Tropical Hideaway!
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Outdoor swimming pool
Situated around 25 minutes' walk from Kihei Boat Ramp, the spacious 1-bedroom Aloha Moon - A Chic And Dreamy Modern Tropical Hideaway! Apartment Wailea can host up to 2 guests in Wailea. This 73 m² apartment offers modern facilities, such as Wi-Fi and essentials like a private parking lot for car travellers.
The presence of lawn tennis helps guests diversify their active leisure.
Aloha Moon - A Chic And Dreamy Modern Tropical Hideaway!
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Outdoor swimming pool
Aloha Moon - A Chic And Dreamy Modern Tropical Hideaway!
Situated around 25 minutes' walk from Kihei Boat Ramp, the spacious 1-bedroom Aloha Moon - A Chic And Dreamy Modern Tropical Hideaway! Apartment Wailea can host up to 2 guests in Wailea. This 73 m² apartment offers modern facilities, such as Wi-Fi and essentials like a private parking lot for car travellers.
The presence of lawn tennis helps guests diversify their active leisure.
Pet Friendly Vacation Rentals Wailea (Maui) Hawaii
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Beach access
Kihei Akahi Garden View Studio
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf course
- Outdoor swimming pool
The 1-bedroom Kihei Akahi Garden View Studio Wailea features a prime location approximately 25 minutes' walk from Kalama Park Pavilion and hosts up to 4 guests. This 40 m² apartment provides a year-round outdoor swimming pool as well as a sun deck, a picnic area, and a golf course fairly close to Kamaole Beach Park 2.
To stay fit, lawn tennis, along with a tennis court, are offered.
Kihei Akahi Garden View Studio
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf course
- Outdoor swimming pool
Kihei Akahi Garden View Studio
The 1-bedroom Kihei Akahi Garden View Studio Wailea features a prime location approximately 25 minutes' walk from Kalama Park Pavilion and hosts up to 4 guests. This 40 m² apartment provides a year-round outdoor swimming pool as well as a sun deck, a picnic area, and a golf course fairly close to Kamaole Beach Park 2.
To stay fit, lawn tennis, along with a tennis court, are offered.
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Beach access
Keawakapu 206
- Cookware/ Kitchen utensils
- Free parking
- Concierge desk
- Air conditioning
- Flat-screen TV
- Ironing facilities
The 75 m² Keawakapu 206 Apartment Wailea boasts a prime location just a few steps from Keawakapu Beach. The apartment capacity is based on up to 4 guests.
Participate in sports activities organised by Keawakapu 206 Apartment, such as windsurfing, snorkelling, and diving, for an active stay.
Keawakapu 206
- Cookware/ Kitchen utensils
- Free parking
- Concierge desk
- Air conditioning
- Flat-screen TV
- Ironing facilities
Keawakapu 206
The 75 m² Keawakapu 206 Apartment Wailea boasts a prime location just a few steps from Keawakapu Beach. The apartment capacity is based on up to 4 guests.
Participate in sports activities organised by Keawakapu 206 Apartment, such as windsurfing, snorkelling, and diving, for an active stay.
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Beach access
Steps To The Beach With Ocean View
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Outdoor swimming pool
The 80 m² Steps To The Beach With Ocean View Wailea apartment is located in Wailea, about a 25-minute walk from Keawakapu Beach, and boasts a Jacuzzi. This 1-bedroom apartment can hold up to 4 guests.
Guests can experience the epitome of relaxation at Steps To The Beach With Ocean View apartment, with amenities like a sundeck, a picnic area, and a golf course. Various sport options, such as hiking, are provided in the area.
Steps To The Beach With Ocean View
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Outdoor swimming pool
Steps To The Beach With Ocean View
The 80 m² Steps To The Beach With Ocean View Wailea apartment is located in Wailea, about a 25-minute walk from Keawakapu Beach, and boasts a Jacuzzi. This 1-bedroom apartment can hold up to 4 guests.
Guests can experience the epitome of relaxation at Steps To The Beach With Ocean View apartment, with amenities like a sundeck, a picnic area, and a golf course. Various sport options, such as hiking, are provided in the area.
Wailea (Maui) Vacation Rentals Oceanfront
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Beach access
Luxurious Top Floor Kamaole Sands 6-404
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Jacuzzi
- Pool with view
The spacious 102 m² Luxurious Top Floor Kamaole Sands 6-404 Wailea apartment features a prime location around 25 minutes' walk from Lava Fields and hosts up to 6 guests. The apartment caters to guest's comfort with facilities like Wi-Fi, a lift and a vending machine, as well as parking for those with cars.
Luxurious Top Floor Kamaole Sands 6-404 apartment offers a Jacuzzi to ensure guests' maximum relaxation. After a day full of activities, relaxing by an outdoor swimming pool is a perfect option.
Luxurious Top Floor Kamaole Sands 6-404
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Jacuzzi
- Pool with view
Luxurious Top Floor Kamaole Sands 6-404
The spacious 102 m² Luxurious Top Floor Kamaole Sands 6-404 Wailea apartment features a prime location around 25 minutes' walk from Lava Fields and hosts up to 6 guests. The apartment caters to guest's comfort with facilities like Wi-Fi, a lift and a vending machine, as well as parking for those with cars.
Luxurious Top Floor Kamaole Sands 6-404 apartment offers a Jacuzzi to ensure guests' maximum relaxation. After a day full of activities, relaxing by an outdoor swimming pool is a perfect option.
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Beach access
Kihei Akahi D113
- Cookware/ Kitchen utensils
- Free parking
- Tours/Ticket assistance
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Situated about 5 minutes' walk from the sandy Kamaole Beach Park II, the 1-bedroom Kihei Akahi D113 Villa Wailea is ideal for up to 4 guests. Providing guests with Wi-Fi and parking, the holiday home is 2.5 km from Hope Chapel.
Kihei Akahi D113 Villa offers an access to an outdoor swimming pool, as well as opportunity to participate in fitness classes. Windsurfing, snorkelling, and horseback riding are among the various activities that are offered in the surrounding area.
Kihei Akahi D113
- Cookware/ Kitchen utensils
- Free parking
- Tours/Ticket assistance
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Kihei Akahi D113
Situated about 5 minutes' walk from the sandy Kamaole Beach Park II, the 1-bedroom Kihei Akahi D113 Villa Wailea is ideal for up to 4 guests. Providing guests with Wi-Fi and parking, the holiday home is 2.5 km from Hope Chapel.
Kihei Akahi D113 Villa offers an access to an outdoor swimming pool, as well as opportunity to participate in fitness classes. Windsurfing, snorkelling, and horseback riding are among the various activities that are offered in the surrounding area.
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Beach access
Ekolu 911
- Cookware/ Kitchen utensils
- Free parking
- Concierge desk
- Air conditioning
- Golf course
- Terrace
A convenient location of the spacious Ekolu 911 Apartment Wailea provides easy access to Mokapu Beach 25 minutes' walk away. At this apartment, Wi-Fi and private car parking are also provided.
Guests have the opportunity to make their stay at the apartment more exciting by participating in windsurfing, snorkelling, and diving.
Ekolu 911
- Cookware/ Kitchen utensils
- Free parking
- Concierge desk
- Air conditioning
- Golf course
- Terrace
Ekolu 911
A convenient location of the spacious Ekolu 911 Apartment Wailea provides easy access to Mokapu Beach 25 minutes' walk away. At this apartment, Wi-Fi and private car parking are also provided.
Guests have the opportunity to make their stay at the apartment more exciting by participating in windsurfing, snorkelling, and diving.
Wailea (Maui) Vacation Rentals with Private Pool
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Top location
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Beach access
Wailea Sunset Condo - Ekolu #607
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Pool with view
Staying at the 1-bedroom Wailea Sunset Condo - Ekolu #607 villa, guests can easily reach the Half-mile-long Ulua Sandy Beach Park, located merely 1.9 km away. Providing opportunities for hiking, lawn tennis, and table tennis, the Wailea holiday home can accommodate 4 guests and also boasts an outdoor swimming pool for extra relaxation.
Wailea Sunset Condo - Ekolu #607 villa offers cars for rent, as well as access to a sunbathing terrace, a picnic area, and a golf course to ensure an interesting stay.
Wailea Sunset Condo - Ekolu #607
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Pool with view
Wailea Sunset Condo - Ekolu #607
Staying at the 1-bedroom Wailea Sunset Condo - Ekolu #607 villa, guests can easily reach the Half-mile-long Ulua Sandy Beach Park, located merely 1.9 km away. Providing opportunities for hiking, lawn tennis, and table tennis, the Wailea holiday home can accommodate 4 guests and also boasts an outdoor swimming pool for extra relaxation.
Wailea Sunset Condo - Ekolu #607 villa offers cars for rent, as well as access to a sunbathing terrace, a picnic area, and a golf course to ensure an interesting stay.
3Rd Floor Oceanfront Mana Kai Unit
- Cookware/ Kitchen utensils
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
The 1-bedroom 3Rd Floor Oceanfront Mana Kai Unit Apartment Wailea is around 25 minutes' walk from Makena State Park. This 39 m² apartment, suitable for a maximum of 4 guests, boasts an outdoor swimming pool and its proximity to Redline Rafting, which is only 600 metres away.
Thanks to access to fitness classes, guests can diversify their leisure.
3Rd Floor Oceanfront Mana Kai Unit
- Cookware/ Kitchen utensils
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
3Rd Floor Oceanfront Mana Kai Unit
The 1-bedroom 3Rd Floor Oceanfront Mana Kai Unit Apartment Wailea is around 25 minutes' walk from Makena State Park. This 39 m² apartment, suitable for a maximum of 4 guests, boasts an outdoor swimming pool and its proximity to Redline Rafting, which is only 600 metres away.
Thanks to access to fitness classes, guests can diversify their leisure.
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Beach access
Kihei Akahi C210
- Cookware/ Kitchen utensils
- Free parking
- Tours/Ticket assistance
- Flat-screen TV
- Golf course
- Outdoor swimming pool
Located merely a 5-minute walk from the sandy Kamaole Beach Park II, Kihei Akahi C210 Villa Wailea is suitable for 4 guests and provides an outdoor swimming pool to relax in. Located 2.5 km from Hope Chapel, the 1-bedroom holiday home provides Wi-Fi and parking.
A range of activities, such as windsurfing, snorkelling, and horseback riding are offered on site and in the area.
Kihei Akahi C210
- Cookware/ Kitchen utensils
- Free parking
- Tours/Ticket assistance
- Flat-screen TV
- Golf course
- Outdoor swimming pool
Kihei Akahi C210
Located merely a 5-minute walk from the sandy Kamaole Beach Park II, Kihei Akahi C210 Villa Wailea is suitable for 4 guests and provides an outdoor swimming pool to relax in. Located 2.5 km from Hope Chapel, the 1-bedroom holiday home provides Wi-Fi and parking.
A range of activities, such as windsurfing, snorkelling, and horseback riding are offered on site and in the area.
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Beach access
Walk To Beach | Pools, Pickleball, Kihei
- BBQ facilities
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Fitness centre
- Terrace
The 101 m² Walk To Beach | Pools, Pickleball, Kihei Wailea apartment is merely a 7-minute walk from Redline Rafting and welcomes guests with a hot tub and an indoor pool. Car hire is available at this 2-bedroom apartment and the area is popular for lawn tennis and ping pong.
Take advantage of fitness classes at this property to elevate your leisure experience.
Walk To Beach | Pools, Pickleball, Kihei
- BBQ facilities
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Fitness centre
- Terrace
Walk To Beach | Pools, Pickleball, Kihei
The 101 m² Walk To Beach | Pools, Pickleball, Kihei Wailea apartment is merely a 7-minute walk from Redline Rafting and welcomes guests with a hot tub and an indoor pool. Car hire is available at this 2-bedroom apartment and the area is popular for lawn tennis and ping pong.
Take advantage of fitness classes at this property to elevate your leisure experience.
Palms At Wailea
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Luggage storage
- Outdoor swimming pool
Featuring views of the garden, Palms At Wailea Apartment offers an outdoor swimming pool and a spacious balcony, only 1.7 km from The Shops at Wailea Outdoor Mall. The apartment is located in the Wailea district of Wailea, around a 5-minute drive from Kihei Boat Ramp.
Palms At Wailea Apartment boasts a range of luxurious amenities, including a sunbathing terrace and barbecue grills for the ultimate relaxation experience. The inclusion of a hot tub at the apartment guarantees a more enjoyable stay. Also, active guests can try mountain biking nearby.
Palms At Wailea
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Luggage storage
- Outdoor swimming pool
Palms At Wailea
Featuring views of the garden, Palms At Wailea Apartment offers an outdoor swimming pool and a spacious balcony, only 1.7 km from The Shops at Wailea Outdoor Mall. The apartment is located in the Wailea district of Wailea, around a 5-minute drive from Kihei Boat Ramp.
Palms At Wailea Apartment boasts a range of luxurious amenities, including a sunbathing terrace and barbecue grills for the ultimate relaxation experience. The inclusion of a hot tub at the apartment guarantees a more enjoyable stay. Also, active guests can try mountain biking nearby.
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Great deal
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Beach access
Maui Kamaole M109
- Cookware/ Kitchen utensils
- Free parking
- Concierge desk
- Air conditioning
- Tennis court
- Patio
Maui Kamaole M109 Apartment Wailea is located 3.2 km from the expansive Kalama Seaside Park and 8 minutes' walk from Blue Water Rafting. The maximum occupancy at this apartment is 4 guests.
The opportunity for windsurfing, snorkelling, and diving will add value to the guests' experience. A swimming pool can be found on the premises.
Maui Kamaole M109
- Cookware/ Kitchen utensils
- Free parking
- Concierge desk
- Air conditioning
- Tennis court
- Patio
Maui Kamaole M109
Maui Kamaole M109 Apartment Wailea is located 3.2 km from the expansive Kalama Seaside Park and 8 minutes' walk from Blue Water Rafting. The maximum occupancy at this apartment is 4 guests.
The opportunity for windsurfing, snorkelling, and diving will add value to the guests' experience. A swimming pool can be found on the premises.
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Beach access
Maui Kamaole G208
- Cookware/ Kitchen utensils
- Free parking
- Concierge desk
- Air conditioning
- Flat-screen TV
- Tennis court
Offering an outdoor swimming pool, Maui Kamaole G208 Apartment Wailea is located 6 minutes' walk from Kihei Boat Ramp. This apartment with a Jacuzzi is within a few blocks of Kamaole Beach Park III.
You can engage in various activities, such as windsurfing, snorkelling, and horseback riding organised in the area.
Maui Kamaole G208
- Cookware/ Kitchen utensils
- Free parking
- Concierge desk
- Air conditioning
- Flat-screen TV
- Tennis court
Maui Kamaole G208
Offering an outdoor swimming pool, Maui Kamaole G208 Apartment Wailea is located 6 minutes' walk from Kihei Boat Ramp. This apartment with a Jacuzzi is within a few blocks of Kamaole Beach Park III.
You can engage in various activities, such as windsurfing, snorkelling, and horseback riding organised in the area.
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Beach access
Picture Perfect Oceanfront Condo At Mana Kai Resort
- BBQ facilities
- Air conditioning
- Laundry
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
The spacious 71 m² Picture Perfect Oceanfront Condo At Mana Kai Resort Wailea features a prime location only 0.7 km from Kihei Coastal Trail and hosts up to 6 guests. The 2-bedroom apartment with an outdoor swimming pool is around 900 metres from the beach.
Thanks to snorkelling in the area, guests can stay fit.
Picture Perfect Oceanfront Condo At Mana Kai Resort
- BBQ facilities
- Air conditioning
- Laundry
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Picture Perfect Oceanfront Condo At Mana Kai Resort
The spacious 71 m² Picture Perfect Oceanfront Condo At Mana Kai Resort Wailea features a prime location only 0.7 km from Kihei Coastal Trail and hosts up to 6 guests. The 2-bedroom apartment with an outdoor swimming pool is around 900 metres from the beach.
Thanks to snorkelling in the area, guests can stay fit.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Wailea (Maui), selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Luxury Condo At Kameole Beach T106 |
9.4 / 10 (34 Reviews) |
From 296$ | |
| Kamaole Sands Walk To Sand, Shops And Restaurants |
9.1 / 10 (29 Reviews) |
From 178$ | |
| Tiki Tiki - Gorgeous Boho Beach Hideaway! |
9.8 / 10 (37 Reviews) |
From 459$ | |
| Enjoy Your Oceanside Dream At Kihei Surfside |
9.1 / 10 (46 Reviews) |
From 379$ | |
| Maui Kamaole: Oceanview Condo in South Kihei |
9.5 / 10 (44 Reviews) |
From 660$ |