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Vacation Rentals in Wailea (Maui)

Steps To Beach Hot Tub Luxe Maui Retreat

2575 South Kihei Road, Wailea (Maui), United States Show map

Offering a patio overlooking the garden, Steps To Beach Hot Tub Luxe Maui Retreat Wailea villa is located merely a 5-minute walk from Kamaole Beach Park 2. This holiday home features opportunities… More

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Hoolei 24-1 By Coldwell Banker Island Vacations

24 Hoolei Circle, Wailea (Maui), United States Show map

Welcoming guests with a Jacuzzi, the 3-bedroom Hoolei 24-1 By Coldwell Banker Island Vacations Villa Wailea is located only 0.7 km from Makena State Park and can host up to 8 guests. This villa… More

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Grand Champions 35 By Coldwell Banker Island Vacations

155 Wailea Ike Pl, Wailea (Maui), United States Show map

The spacious 107 m² Grand Champions 35 By Coldwell Banker Island Vacations Apartment Wailea is just 0.7 km from Makena State Park and can accommodate up to 5 guests. The Kamaole Beach Park III is… More

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Kihei Surfhide, #311

2936 South Kihei Road 1 Bedroom  1.5 Bath Oceanfront Condominium, Wailea (Maui), United States Show map

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Floral Gardens Pool Villa G102 At Wailea Beach Villas

3800 Wailea Alanui Drive, Wailea Resort, Maui, Wailea (Maui), United States Show map

Offering a year-round outdoor pool, the 3-bedroom Floral Gardens Pool Villa G102 At Wailea Beach Villas is located 550 metres from The Shops at Wailea Outdoor Mall and is ideal for up to 8 guests. More

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Elua 1004

3600 Wailea Alanui, #1004, Wailea (Maui), United States Show map

Situated just 0.9 km from The Shops at Wailea Outdoor Mall, the 3-bedroom Elua 1004 Villa Wailea invites guests to relax at a sunbathing terrace. Offering horse riding tours, this Wailea holiday home… More

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Wailea Sunset Estate

4440 Makena Road, Wailea (Maui), United States Show map

Wailea Sunset Estate Villa enjoys a beachfront location, a 9-minute walk from the secluded local Po'olenalena Beach, and offers guests to unwind in a Jacuzzi. Offering horse riding tours, the 4… More

From US$ 5789 Book Now

Makena Surf, #F-206

4850 Makena Alanui Two Bedroom / Two Bath Beachfront Condominium, Wailea (Maui), United States Show map

The spacious 145 m² Makena Surf, #F-206 Apartment Wailea is located in the Makena district just a 9-minute stroll from the Nahuna and accommodates up to 4 guests. The 2-bedroom apartment is only 1.8… More

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Wailea Ekolu 403, Prime Location, Stunning Ocean Views, Spacious Lanai, Split Ac

10 Wailea Ekolu Place, Wailea (Maui), United States Show map

Situated only steps away from Wailea Old Blue Clubhouse, the 2-bedroom Wailea Ekolu 403, Prime Location, Stunning Ocean Views, Spacious Lanai, Split Ac villa offers easy access to numerous tourist… More

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Panepoo Island Oasis

2826 Panepoo Street, Wailea (Maui), United States Show map

The 3-bedroom Panepoo Island Oasis Villa Wailea hosts up to 8 guests and is nestled approximately 25 minutes' walk from natural sites such as the neighborhood Charley Young Beach. Offering a Jacuzzi… More

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Hale Hui Kai 202, Steps To The Beach, Split Ac

2994 S Kihei Rd, Wailea (Maui), United States Show map

Up to 6 guests can stay at Hale Hui Kai 202, Steps To The Beach, Split Ac Wailea villa and enjoy Surf Shack, located a 5-minute walk away. More

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Kihei Surfside, #304

2936 South Kihei Road 1 Bedroom 1.5 Bath Oceanfront Condominium, Wailea (Maui), United States Show map

The spacious 68 m² Kihei Surfside, #304 Apartment Wailea is a good choice for accommodating up to 4 guests, offering a convenient setting only 0.7 km from Surf Shack. Wi-Fi is provided for both… More

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Maui Parkshore 204 By Coldwell Banker Island Vacations

2653 S Kihei Road, Wailea (Maui), United States Show map

The spacious 83 m² Maui Parkshore 204 By Coldwell Banker Island Vacations Wailea apartment boasts a convenient location a mere 600 metres from the Redline Rafting. Wi-Fi and a private parking lot are… More

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Kihei Akahi D-510 By Coldwell Banker Island Vacations

2531 S Kihei Rd, Wailea (Maui), United States Show map

Situated around 5 minutes' walk from Kamaole Beach Park 2, the spacious 1-bedroom Kihei Akahi D-510 By Coldwell Banker Island Vacations Apartment Wailea offers a Jacuzzi for up to 4 guests. The Half … More

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Hale Hui Kai 106

2994 South Kihei Road, Wailea (Maui), United States Show map

Situated only an 8-minute walk from the Redline Rafting, Hale Hui Kai 106 Villa Wailea is ideal for up to 4 guests. More

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Kamaole Sands 10-403, Split Ac, Ocean Views, 2/2

2695 S. Kihei Road, Wailea (Maui), United States Show map

Kamaole Sands 10-403, Split Ac, Ocean Views, 2/2 Wailea villa is located about 20 minutes' walk from the Keawakapu Beach and provides a Jacuzzi. More

From US$ 319 Book Now

Beach, Pool & Pickleball | Maui Kihei Condo

2695 South Kihei Road 9-211, Wailea (Maui), United States Show map

The spacious 2-bedroom Beach, Pool & Pickleball | Maui Kihei Condo Wailea is located in Wailea, within 10 minutes' walk of Blue Water Rafting, and offers guests a private pool and a fitness room. More

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Wailea Elua, #1309

206 Westleton Drive Unit 12D, Wailea (Maui), United States Show map

The 93 m² Wailea Elua, #1309 Apartment is located in Wailea, 18 minutes' walk from the Mokapu Beach, and boasts a Jacuzzi. Wi-Fi and a private parking lot are also available at this 1-bedroom… More

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Palms At Wailea 304 By Coldwell Banker Island Vacations

3200 Wailea Alanui Dr., Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 111 m² Palms At Wailea 304 By Coldwell Banker Island Vacations Apartment, which is around a 10-minute ride from Polo Beach Park and merely 1.8… More

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Wailea Grand Champion, #78

155 Wailea Ike Place Two Bedroom / Two Bath Condominium, Wailea (Maui), United States Show map

Located just a few steps from the Olavine Spa & Salon, Wailea Grand Champion, #78 Apartment accommodates up to 6 guests. The spacious apartment features Wi-Fi throughout the property. More

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Kihei Akahi D-515: Newly Renovated Ocean View, No Carpet, 3 Zone Split Ac, Wi-Fi

2531 S Kihei Rd, Wailea (Maui), United States Show map

The 2-bedroom Kihei Akahi D-515: Newly Renovated Ocean View, No Carpet, 3 Zone Split Ac, Wi-Fi Villa Wailea hosts up to 6 guests and provides proximity to the sandy Kamaole Beach Park II, situated… More

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Makena Surf, #E-202

4850 Makena Alanui Two Bedroom / Two Bath Beachfront Condominium, Wailea (Maui), United States Show map

Located merely a 9-minute walk from the Nahuna, the 145 m² Makena Surf, #E-202 Apartment Wailea accommodates up to 6 guests. Set in close proximity to the Makena Snorkeling Beach, this 2-bedroom… More

From US$ 1045 Book Now

Wailea Elua 2007 By Coldwell Banker Island Vacations

3600 Wailea Alanui Drive, Wailea (Maui), United States Show map

The spacious Wailea Elua 2007 By Coldwell Banker Island Vacations Apartment is located in Wailea, 18 minutes' walk from the Mokapu Beach, and pampers guests with a Jacuzzi. Offering access to an… More

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Hale Hui Kai 208

2994 South Kihei Road, Wailea (Maui), United States Show map

Hale Hui Kai 208 Villa Wailea offers swift access to various city sites, such as 5 Palms, situated about a 5-minute walk away. More

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Hale Kamaole #201 Ocean View, Steps From Kamaole Beach #3, Great Rates

2737 S. Kihei Rd., Hale Kamaole #201, Wailea (Maui), United States Show map

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Wailea Point 3004

4000 Wailea Alanui Drive, Wailea (Maui), United States Show map

Situated just 500 metres from the Sandy Wailea Public Beach, the 3-bedroom Wailea Point 3004 Villa is suitable for 6 guests and provides a heated outdoor swimming pool to relax in. The Wailea holiday… More

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Maui Banyan H205 By Coldwell Banker Island Vacations

2575 S. Kihei Road, Wailea (Maui), United States Show map

Located just 600 metres from the Kamaole Beach Park III, the spacious 60 m² Maui Banyan H205 By Coldwell Banker Island Vacations Apartment Wailea accommodates up to 4 guests. The 1-bedroom apartment… More

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Oceanfront Paradise- A Tropical Palm Retreat

4406 Makena Road B, Wailea (Maui), United States Show map

Welcoming guests with a hot tub, Oceanfront Paradise- A Tropical Palm Retreat Wailea villa is located 550 m from the Palauea Beach and can host up to 2 guests. Located 4.5 km from the Little Beach… More

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Palms At Wailea 403 By Coldwell Banker Island Vacations

3200 Wailea Alanui Dr., Wailea (Maui), United States Show map

The spacious Palms At Wailea 403 By Coldwell Banker Island Vacations Apartment is situated in Wailea, 3.5 km from Cove Park, and offers spa amenities such as a Jacuzzi. Wi-Fi and a private parking… More

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Wailea Elua Village Ocean View 2 Bedroom Sleeps 6 Perfect For Couples Complimentary Car With 6 Nights Wev-2103 By Kbm

3600 Wailea Alanui Drive, Wailea (Maui), United States Show map

The spacious 2-bedroom Wailea Elua Village Ocean View 2 Bedroom Sleeps 6 Perfect For Couples Complimentary Car With 6 Nights Wev-2103 By Kbm Wailea apartment boasts a beachfront location merely 0.7… More

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Kihei Akahi C-411

2531 South Kihei Road, Wailea (Maui), United States Show map

Kihei Akahi C-411 Villa Wailea accommodates up to 2 guests and offers proximity to the sandy Kamaole Beach Park II, located just a 5-minute walk away. More

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Palms At Wailea 1203 By Coldwell Banker Island Vacations

3200 Wailea Alanui Dr., Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 111 m² Palms At Wailea 1203 By Coldwell Banker Island Vacations Apartment, which is approximately a 10-minute drive from the Mokapu Beach and… More

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Wailea Elua Village 803

3600 Wailea Alanui Drive, Wailea (Maui), United States Show map

Wailea Elua Village 803 villa is nestled a 9-minute walk from Makena State Park and can accommodate up to 6 guests. More

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Wailea Ekahi Village Luxury 1-Bedroom Villa Complimentary Car With 6 Nights Wkv-45C By Kbm

3300 Wailea Alanui Drive, Wailea (Maui), United States Show map

Featuring a prime location, the 1-room Wailea Ekahi Village Ocean View 1 Bedroom Sleeps 2 Great For Families Complimentary Car With 6 Nights Wkv-45C By Kbm Wailea apartment offers views of the garden… More

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Wailea Ekolu 908 By Coldwell Banker Island Vacations

10 Wailea Ekolu Pl., Wailea (Maui), United States Show map

Featuring a prime location, the 2-room Wailea Ekolu 908 By Coldwell Banker Island Vacations Apartment offers views of the sea, and is just 1.5 km from Wailea Emerald Course. This spacious apartment… More

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Wailea Ekahi, #19A

3300 Wailea Alanui Drive Two Bedroom / Two And A Half Bath Condominium, Wailea (Maui), United States Show map

Situated about 25 minutes' walk from A Promise Made in Paradise, the spacious 2-bedroom Wailea Ekahi, #19A Apartment can host up to 7 guests in Wailea. Also, there is a heated swimming pool to ensure… More

From US$ 1258 Book Now

Wailea Elua Village Ocean View 2 Bedroom Sleeps 6 Perfect For Couples Complimentary Car With 6 Nights Wev-2009 By Kbm

3600 Wailea Alanui Unit 2009, Wailea (Maui), United States Show map

Located 700 metres from The Shops at Wailea Outdoor Mall, Wailea Elua Village Ocean View 2 Bedroom Sleeps 6 Perfect For Couples Complimentary Car With 6 Nights Wev-2009 By Kbm Wailea apartment… More

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Grand Champions 141 By Coldwell Banker Island Vacations

155 Wailea Ike Place, Wailea (Maui), United States Show map

The 84 m² Grand Champions 141 By Coldwell Banker Island Vacations Apartment Wailea enjoys a convenient location just a 9-minute walk from Makena State Park. Boasting a Jacuzzi, this 1-bedroom… More

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Grand Champions 164 By Coldwell Banker Island Vacations

155 Wailea Ike Pl, Wailea (Maui), United States Show map

Situated only 0.9 km from the Eclectic Image Gallery Maui, the 2-room Grand Champions 164 By Coldwell Banker Island Vacations Apartment Wailea can host up to 6 guests in Wailea. The spacious 98 m²… More

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Hoolei Residences 15-4

15 Kiloa Street, Unit N4, Wailea (Maui), United States Show map

The 3-bedroom Hoolei Residences 15-4 Wailea villa is located within 5 minutes' walk of the Na Pua Gallery and offers a sauna for guests' relaxation. This Wailea holiday home can accommodate up to 8… More

From US$ 1461 Book Now

Grand Champions Ocean View 1 Bedroom Sleeps 4 Great For Families Complimentary Car With 6 Nights Gch-121 By Kbm

155 Wailea Ike Pl, Wailea (Maui), United States Show map

The 98 m² Grand Champions Ocean View 1 Bedroom Sleeps 4 Great For Families Complimentary Car With 6 Nights Gch-121 By Kbm Wailea apartment is located 2.1 km from Wailea Golf Club and just a 12-minute… More

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Wailea Ekahi 4E

3300 Wailea Alanui Drive, Wailea (Maui), United States Show map

Wailea Ekahi 4E Villa is located nearly a 25-minute walk from the Sandy Wailea Public Beach and provides a swimming pool, ensuring a relaxing stay. This accommodation hosts up to 2 guests and… More

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Wailea Beach Villas Ph 206

3800 Wailea Alanui Drive, Penthouse 206, Wailea (Maui), United States Show map

Wailea Beach Villas Ph 206 is located just 9 minutes' walk from Wailea Tennis Club, giving access to various tourist spots nearby. More

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Wailea Ekahi 12D

3300 Wailea Alanui Drive, Wailea (Maui), United States Show map

Featuring a swimming pool, Wailea Ekahi 12D Villa is suitable for up to 2 people and is located around a 25-minute walk from the Mokapu Beach. This property features opportunities for cycling and… More

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Haleakala Shores A-411 - Modern 2Br/2Ba, 2 King Beds, Sleeps 4, Split Ac, Wi-Fi

2619 S Kihei Rd, Wailea (Maui), United States Show map

Staying at Haleakala Shores A-411 - Modern 2Br/2Ba, 2 King Beds, Sleeps 4, Split Ac, Wi-Fi Wailea villa, guests can visit the Kihei Boat Landing, which is only 0.8 km away. More

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Kamaole Sands 10-113 - Ocean View, Ground Level, Stunning Renovation, Split-Ac!

2695 S. Kihei Rd, Wailea (Maui), United States Show map

Kamaole Sands 10-113 - Ocean View, Ground Level, Stunning Renovation, Split-Ac! Wailea villa enjoys a prime location, 20 minutes' walk from Kilohana Park, and offers guests to unwind in a Jacuzzi. More

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Mana Kai 311C

2960 South Kihei Road Unit#311C, Wailea (Maui), United States Show map

The spacious 2-bedroom Mana Kai 311C Apartment Wailea is located in the Keawakapu Beach district of Wailea, nearly 5 minutes' walk from Keawakapu Beach North. Wi-Fi is provided for both business and… More

From US$ 468 Book Now

Kamaole Sands 10-307, Ocean View, Large Lanai, Twin Murphy Beds, Split-Ac, Wi-Fi

2695 S. Kihei Rd, Wailea (Maui), United States Show map

During the stay at the 1-bedroom Kamaole Sands 10-307, Ocean View, Large Lanai, Twin Murphy Beds, Split-Ac, Wi-Fi Wailea villa, guests can indulge in a Jacuzzi or visit the Kihei Boat Ramp, located… More

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Refined Resort Wailea Oceanview Vistas

10 Wailea Ekolu Place, Wailea (Maui), United States Show map

The 2-bedroom Refined Resort Wailea Oceanview Vistas villa hosts up to 6 guests and provides proximity to The Shops at Wailea Outdoor Mall, situated only 9 minutes' walk away. Located a mere 1.6 km… More

From US$ 685 Book Now

Makena Surf, #F-111

4850 Makena Alanui Two Bedroom / Two Bath Beachfront Condominium, Wailea (Maui), United States Show map

The 2-room Makena Surf, #F-111 Apartment Wailea lies in a prime location in Wailea, only 5 minutes' walk from the Makena Golf Course. Offering access to a swimming pool, the spacious 145 m² apartment… More

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