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2026-08-04
2026-08-05
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Private Villas in Wailea (Maui)

Kihei Akahi D308

2531 South Kihei Rd., Unit #D308, Wailea (Maui), United States Show map

The 1-bedroom Kihei Akahi D308 Villa Wailea, located around a 5-minute walk from Kamaole Beach Park 2, can host up to 4 guests. The holiday home features opportunities for snorkelling, canoeing, and… More

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Kamaole Sands 3-405

2695 South Kihei Rd., Unit #3-405, Wailea (Maui), United States Show map

Situated just 5 minutes' walk from the Kamaole Beach Park III, the 2-bedroom Kamaole Sands 3-405 Wailea villa is ideal for up to 6 guests. This property features opportunities for windsurfing… More

From US$ 525 Book Now

Nahenahe Cottage

3134 Nahenahe Pl, Wailea (Maui), United States Show map

Offering a location 3.1 km from Wailea Emerald Course, Nahenahe Cottage Wailea gives access to various tourist spots in the area. More

From US$ 301 Book Now

Kamaole Sands 10-212

Wailea (Maui), United States Show map

Kamaole Sands 10-212 Wailea villa offers proximity to nearby tourist spots, such as the Mokapu Beach, situated approximately 25 minutes' walk away. More

From US$ 162 Book Now

Wailea Ekolu Village - Coraltree Residence Collection

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

Wailea Ekolu Village - Coraltree Residence Collection villa is situated a stone's throw from Wailea Old Blue Clubhouse, featuring such comforts as Wi-Fi and a car park. More

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Wailea Ekahi 34A - Wek 34A Spacious Wailea Condo W Ac Pool Near

3300 Wailea Alanui Drive, Unit 34A, Wailea (Maui), United States Show map

Located nearly 25 minutes' walk from the Olavine Spa & Salon, the 1-bedroom Wailea Ekahi 34A - Wek 34A Spacious Wailea Condo W Ac Pool Near villa has an outdoor swimming pool and is ideal for up to 4… More

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Kac201 Across From The Beach - Cozy Studio With Ocean View

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

Kac201 Across From The Beach - Cozy Studio With Ocean View Wailea villa accommodates up to 4 guests and offers proximity to the sandy Kamaole Beach Park II, located just 450 metres away. The Wailea… More

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Luxury Oceanfront Mana Kai Resort Condo

2960 S Kihei Rd Unit #207, Wailea (Maui), United States Show map

Staying at the 2-bedroom Luxury Oceanfront Mana Kai Resort Condo Wailea villa, guests can easily reach 5 Palms, located just 50 metres away. With a maximum capacity of 4 guests, the Wailea holiday… More

From US$ 1338 Book Now

Grand Champions 124 - Gc 124 3Bd Wailea Condo Wac Pool Hot Tub

155 Wailea Ike Place, Unit 124, Wailea (Maui), United States Show map

Up to 8 guests can stay at the 3-bedroom Grand Champions 124 - Gc 124 3Bd Wailea Condo Wac Pool Hot Tub villa and enjoy the Wailea Town Center, located just 5 minutes' walk away. More

From US$ 955 Book Now

Wailea Ekolu 102 - Molokini Views, Split Ac

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

The 2-bedroom Wailea Ekolu 102 - Molokini Views, Split Ac Villa can host up to 4 guests, boasting a prime location just 600 metres from iconic cultural attractions such as the Enchantress Gallery By… More

From US$ 418 Book Now

Mana Kai 410 - Ocean Front At Keawakapu Beach, Ac

2960 S Kihei Rd, Wailea (Maui), United States Show map

Situated within easy reach of Surf Shack, Mana Kai 410 - Ocean Front At Keawakapu Beach, Ac Wailea villa entices guests with views of the sea. More

From US$ 568 Book Now

Elua 704

3600 Wailea Alanui, #704, Wailea (Maui), United States Show map

Situated merely 8 minutes' walk from Makena State Park, the 2-bedroom Elua 704 Villa Wailea is ideal for up to 6 guests. The holiday home features opportunities for snorkelling, canoeing, and cycling… More

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Kamaole Sands 3-305

2695 South Kihei Road, Unit # 3-305, Wailea (Maui), United States Show map

The 1-bedroom Kamaole Sands 3-305 Wailea villa is nestled about a 5-minute walk from the Kamaole Beach Park III and can accommodate up to 4 guests. Located 3.3 km from the Sandy Wailea Public Beach… More

From US$ 288 Book Now

Kamaole Sands 1101 - Kas 1101 Updated Beachy Chic 2Bd Across Bea

2695 South Kihei Road, Unit 1101, Wailea (Maui), United States Show map

Located 2.7 km from Wailea Tennis Club, the 2-bedroom Kamaole Sands 1101 - Kas 1101 Updated Beachy Chic 2Bd Across Bea Wailea villa has an outdoor swimming pool and is ideal for up to 6 guests. More

From US$ 622 Book Now

Perch - Maui Banyan P206

2575 S Kihei Rd Apt P206, Wailea (Maui), United States Show map

Hosting up to 4 guests, the 1-bedroom Perch - Maui Banyan P206 Villa Wailea offers a beachfront location 3.6 km from sports attractions such as Elleair Maui Golf Club. Offering a Jacuzzi, the… More

From US$ 1055 Book Now

Wailea Beach Villa H202 By Coldwell Banker Island Vacations

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

Welcoming guests with a Jacuzzi, the 2-bedroom Wailea Beach Villa H202 By Coldwell Banker Island Vacations is located 650 m from The Shops at Wailea Outdoor Mall and can host up to 6 guests. The… More

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Polo Beach Club - Coraltree Residence Collection

4400 Makena Alanui,, Wailea (Maui), United States Show map

The 9-room Polo Beach Club - Coraltree Residence Collection Wailea villa is located nearly a 5-minute walk from the Palauea Beach and offers a Jacuzzi, ensuring guests a relaxing stay. The property… More

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Kihei Akahi Resort - Unit C405

2531 South Kihei Road, Unit C405, Wailea (Maui), United States Show map

The 1-bedroom Kihei Akahi Resort - Unit C405 Wailea villa is situated within 5 minutes' walk of Kamaole Beach Park 2, featuring such comforts as Wi-Fi and private car parking. Offering snorkelling… More

From US$ 306 Book Now

Kihei Kai Nani 238 - Garden View 1 Bedroom, Split Ac, Steps To Kamaole II Beach!

2495 S Kihei Rd, Kihei, Hi, Wailea (Maui), United States Show map

Staying at the 1-bedroom Kihei Kai Nani 238 - Garden View 1 Bedroom, Split Ac, Steps To Kamaole II Beach! Wailea villa, guests can easily reach Cove Park, located only 1.6 km away. More

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Kamaole Sands 2-204 - Ocean View Condo, Ac, Wi-Fi

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

Featuring a fitness room for active guests, Kamaole Sands 2-204 - Ocean View Condo, Ac, Wi-Fi Wailea villa is about a 5-minute walk from the Kamaole Beach Park III. Located a mere 1.6 km from… More

From US$ 198 Book Now

Kamaole Sands 7-404

2695 South Kihei Rd., Unit #7-404, Wailea (Maui), United States Show map

At the 2-bedroom Kamaole Sands 7-404 Wailea villa, guests can enjoy snorkelling, hiking, and ping pong as well as a location about 5 minutes' walk from the Kamaole Beach Park III. Offering horse… More

From US$ 474 Book Now

Wailea Ekahi 12D - Budget Friendly Ocean View Studio W/ Lanai, Kitchen, Wd, & Ac

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

Offering a location 2.4 km from the Redline Rafting, Wailea Ekahi 12D - Budget Friendly Ocean View Studio W/ Lanai, Kitchen, Wd, & Ac villa gives access to various tourist spots in the area. More

From US$ 377 Book Now

Kamaole Sands 10203 - Kas 10203 Summer Retreat Remodel 1Bd Acros

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

Nestled nearly a 20-minute walk from the neighborhood Charley Young Beach, the 1-bedroom Kamaole Sands 10203 - Kas 10203 Summer Retreat Remodel 1Bd Acros Wailea villa entices guests to explore… More

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Elua 2301

3600 Wailea Alanui, #2301, Wailea (Maui), United States Show map

Featuring horse riding tours to make your visit more entertaining, the 2-bedroom Elua 2301 Villa Wailea is 16 minutes' walk from the Sandy Wailea Public Beach. Guests can enjoy windsurfing… More

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Ekolu 1403

10 Waliea Ekolu Place, 1403, Wailea (Maui), United States Show map

The 1-bedroom Ekolu 1403 Villa Wailea is located about 15 minutes' walk from Makena State Park and provides windsurfing, snorkelling, and cycling for active guests. Offering horse riding tours, the… More

From US$ 267 Book Now

Maui Parkshore 307 - Stunning Remodel, Ocean Views

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

Located in the Kamaole Beach district, 5 minutes on foot from Kamaole Beach Park 2, Maui Parkshore 307 - Stunning Remodel, Ocean Views Wailea villa offers ocean views. More

From US$ 536 Book Now

Mbq110S Tropical Serenity - Charming Maui Banyan Studio

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

Offering a Jacuzzi for a relaxing experience, Mbq110S Tropical Serenity - Charming Maui Banyan Studio Wailea villa is located 3.9 km from the Saint Theresa Roman Catholic Church. This 1-bedroom… More

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Grand Champions Golf Villas 153

155 Wailea Ike. Place, #153, Wailea (Maui), United States Show map

Grand Champions Golf Villas 153 Wailea is located 13 minutes' walk from the Sandy Wailea Public Beach and provides canoeing, hiking, and fishing for active guests. Offering horse riding tours, this 3… More

From US$ 879 Book Now

Elua 2001

3600 Wailea Alanui, #2001, Wailea (Maui), United States Show map

Located nearly 25 minutes' walk from the Redline Rafting, the 2-bedroom Elua 2001 Villa Wailea provides access to various tourist attractions in the vicinity. Offering horse riding tours, this Wailea… More

From US$ 1320 Book Now

Wailea Ekahi 43D - Wek 43D Remodeled Wailea 2Bd W Ac Pool Near B

3300 Wailea Alanui Drive, Unit 43D, Wailea (Maui), United States Show map

Situated about a 25-minute walk from A Promise Made in Paradise, the 2-bedroom Wailea Ekahi 43D - Wek 43D Remodeled Wailea 2Bd W Ac Pool Near B Villa entices guests to explore various tourist… More

From US$ 460 Book Now

Maui Kamaole M106 - Mko M106 Remodeled Condo W Ac Pool Walk To B

2777 South Kihei Road, Unit M106, Wailea (Maui), United States Show map

Situated 2.9 km from the Sandy Wailea Public Beach, the 2-bedroom Maui Kamaole M106 - Mko M106 Remodeled Condo W Ac Pool Walk To B Wailea villa is suitable for 6 guests and provides an outdoor… More

From US$ 260 Book Now

Wailea Grand Champions - Coraltree Residence Collection

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

Situated only steps away from the Olavine Spa & Salon, Wailea Grand Champions - Coraltree Residence Collection villa provides guests with a Jacuzzi for additional relaxation. Offering Wi-Fi, the… More

From US$ 627 Book Now

Kamaole Sands 5-416

2695 South Kihei Rd., Unit 5-416, Wailea (Maui), United States Show map

Offering an outdoor swimming pool, the 2-bedroom Kamaole Sands 5-416 Wailea villa is situated just around the corner from the Kamaole Beach Park III and can accommodate up to 6 guests. Overlooking… More

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Kamaole Sands 3-103

2695 South Kihei Rd., Unit #3-103, Wailea (Maui), United States Show map

Situated approximately 5 minutes' walk from the Kamaole Beach Park III, the 1-bedroom Kamaole Sands 3-103 Wailea villa entices guests with windsurfing, snorkelling, and fishing in the area. Providing… More

From US$ 232 Book Now

Wailea Ekahi Village - Coraltree Residence Collection

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

Located about a 20-minute walk from the Sandy Wailea Public Beach, Wailea Ekahi Village - Coraltree Residence Collection villa gives access to various tourist sites in the vicinity. More

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Maui Hill 66 - Mhl 66 3Bd Condo Across From Keawakapu Beach & St

2881 South Kihei Road, Unit 66, Wailea (Maui), United States Show map

The 3-bedroom Maui Hill 66 - Mhl 66 3Bd Condo Across From Keawakapu Beach & St Wailea villa accommodates up to 8 guests and offers proximity to the Keawakapu Beach, located merely a 5-minute walk… More

From US$ 762 Book Now

Maui Banyan P104

2575 South Kihei Road, Unit P104, Wailea (Maui), United States Show map

At the 2-bedroom Maui Banyan P104 Villa Wailea, guests can enjoy horse riding as well as a location only 5 minutes' walk from the sandy Kamaole Beach Park II. Located 3.1 km from Wailea Tennis Club… More

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Maui Kamaole A110

2777 S. Kihei Road, A110, Wailea (Maui), United States Show map

The 1-bedroom Maui Kamaole A110 Villa Wailea, located around 5 minutes' walk from Kihei Coastal Trail, can host up to 4 guests. This accommodation features opportunities for windsurfing, snorkelling,… More

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Maui Kamaole I217

2777 S. Kihei Rd., I217, Wailea (Maui), United States Show map

The 2-bedroom Maui Kamaole I217 Villa Wailea is situated only 1 km from the Kamaole Beach Park III and boasts yoga instruction for active guests. Located around a 10-minute drive from the Lava Fields… More

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Maui Kamaole J-104 - Private Lanais, Split Ac

2777 S Kihei Rd, Wailea (Maui), United States Show map

Nestled nearly 15 minutes' walk from Kamaole II Beach, Maui Kamaole J-104 - Private Lanais, Split Ac Villa Wailea offers guests to relax in a Jacuzzi. More

From US$ 313 Book Now

Kihei Akahi C-411 - Modern Renovation, Split Ac

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

Located nearly 5 minutes' walk from Kamaole Beach Park 2, Kihei Akahi C-411 - Modern Renovation, Split Ac Villa Wailea provides guests with a hot tub. More

From US$ 259 Book Now

Kamaole Sands 1-403 - Spacious 2/2 With Split Ac!

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

Kamaole Sands 1-403 - Spacious 2/2 With Split Ac! Wailea villa enjoys a prime location, a 10-minute walk from the Kihei Boat Ramp, and offers guests to unwind in a hot tub. More

From US$ 297 Book Now

Wailea Ekahi 46B

3300 Wailea Alanui Drive, Unit #46B, Wailea (Maui), United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 2-bedroom Wailea Ekahi 46B Villa is located about 25 minutes on foot from the Kamaole Beach Park III. Featuring sea views, the Wailea… More

From US$ 664 Book Now

Kamaole Sands 1-102

2695 South Kihei Road Unit, Unit #1-102, Wailea (Maui), United States Show map

Offering an outdoor swimming pool, the 1-bedroom Kamaole Sands 1-102 Wailea villa is located only 8 minutes' walk from the Redline Rafting and is ideal for up to 4 guests. This Wailea holiday home… More

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Koa Resort 4I

811 S Kihei Rd, #4I, Wailea (Maui), United States Show map

At the 3-bedroom Koa Resort 4I Wailea villa, guests can enjoy windsurfing, snorkelling, and horse riding as well as a location merely 7 minutes' walk from The Shops at Wailea Outdoor Mall. Offering… More

From US$ 652 Book Now

Mbp106 Maui Banyan 1-Bed 2-Bath Suite With Ac

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

The 1-bedroom Mbp106 Maui Banyan 1-Bed 2-Bath Suite With Ac Wailea villa is situated merely 6 minutes' walk from Kamaole Beach Park 2, featuring such comforts as Wi-Fi and private parking. Offering a… More

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Kamaole Sands 5-404

2695 S. Kihei Rd., Unit #5-404, Wailea (Maui), United States Show map

Situated around a 5-minute walk from the Kamaole Beach Park III, the 2-bedroom Kamaole Sands 5-404 Wailea villa is ideal for up to 6 guests. This accommodation features opportunities for windsurfing,… More

From US$ 595 Book Now

Ho'Olei Unit 12-2, Close To Pool, Walk To Beach

12 Ho'Olei Cir, Wailea (Maui), United States Show map

Situated merely a 7-minute walk from the Sandy Wailea Public Beach, Ho'Olei Unit 12-2, Close To Pool, Walk To Beach Wailea villa is ideal for up to 8 guests. More

From US$ 2198 Book Now

Kihei Akahi Resort - Unit B103

2531 South Kihei Road, Unit B103, Wailea (Maui), United States Show map

Situated 5 minutes' walk from Kamaole Beach Park 2, Kihei Akahi Resort - Unit B103 Wailea villa entices guests with views of the garden. The 2-bedroom holiday home features opportunities for… More

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Kamaole Sands 4-213, Designer Condo, Split Ac

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

Located around 500 metres from the Kamaole Beach Park III, Kamaole Sands 4-213, Designer Condo, Split Ac Wailea villa invites guests to enjoy a Jacuzzi. More

From US$ 259 Book Now