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

Kihei Kai Nani 238

2495 South Kihei Road, Wailea (Maui), United States Show map

Kihei Kai Nani 238 Villa Wailea, located merely 5 minutes' walk from Kamaole Beach Park 2, can host up to 2 guests. More

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Kihei Akahi C614

2531 South Kihei Rd., Unit C614, Wailea (Maui), United States Show map

At the 1-bedroom Kihei Akahi C614 Villa Wailea, guests can enjoy windsurfing, snorkelling, and hiking as well as a location about 5 minutes' walk from the Kamaole Beach Park III. Offering horse… More

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Palms At Wailea 703: Luxury Renovation, Split Ac!

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

Situated approximately a 25-minute walk from the fringed Ulua Beach Park, the 2-bedroom Palms At Wailea 703: Luxury Renovation, Split Ac! Villa entices guests to explore various tourist attractions… More

From US$ 467 Book Now

Hoolei 24-4 By Coldwell Banker Island Vacations

24 Ho'Olei Circle #4, Wailea (Maui), United States Show map

Welcoming guests with a Jacuzzi, the 3-bedroom Hoolei 24-4 By Coldwell Banker Island Vacations Villa Wailea is located merely 9 minutes' walk from Makena State Park and can host up to 6 guests. This… More

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Wailea Ekahi 21A - Wek 21A Remodeled Wailea Condo Pool Ac Near B

3300 Wailea Alanui Drive, Unit 21A, Wailea (Maui), United States Show map

Located nearly a 10-minute ride from the secluded local Po'olenalena Beach, the 1-bedroom Wailea Ekahi 21A - Wek 21A Remodeled Wailea Condo Pool Ac Near B villa has an outdoor swimming pool and is… More

From US$ 975 Book Now

Wailea Ekolu Collection

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

Offering a location approximately a 20-minute walk from the Mokapu Beach, Wailea Ekolu Collection Villa gives access to various tourist spots in the area. More

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New - Wailea Getaway - Steps To Great Pool & Beach

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

Situated about a 20-minute walk from A Promise Made in Paradise, the 2-bedroom New - Wailea Getaway - Steps To Great Pool & Beach villa entices guests to explore various tourist attractions in the… More

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Kamaole Sands 5-405

2695 South Kihei Road, Unit #5-405, Wailea (Maui), United States Show map

Situated within 5 minutes' walk of the Kamaole Beach Park III, the 3-bedroom Kamaole Sands 5-405 Wailea villa entices guests with windsurfing, snorkelling, and hiking in the area. Offering horse… More

From US$ 942 Book Now

Kihei Akahi C304

2531 South Kihei Rd., Unit #C304, Wailea (Maui), United States Show map

Featuring an outdoor swimming pool as well as views of the mountain, Kihei Akahi C304 Villa Wailea offers a prime location 200 metres from the sandy Kamaole Beach Park II. Guests of the 1-bedroom… More

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Grand Champions 55, Beautifully Renovated Single Level, Ocean Views, Split Ac

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

Suitable for 8 guests, the 3-bedroom Grand Champions 55, Beautifully Renovated Single Level, Ocean Views, Split Ac Villa Wailea is located approximately a 5-minute walk from the Olavine Spa & Salon… More

From US$ 1039 Book Now

Mkc106 Hawaiian Serene Paradise Oasis At The Pool

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

Up to 4 guests can stay at the 1-bedroom Mkc106 Hawaiian Serene Paradise Oasis At The Pool Wailea villa and enjoy Kihei Coastal Trail, located merely a 6-minute walk away. Featuring a Jacuzzi, this… More

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Grand Champions 163 - Gc 163 2Bd Wailea Condo W Ac Pool Close To

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

Offering an outdoor swimming pool, the 2-bedroom Grand Champions 163 - Gc 163 2Bd Wailea Condo W Ac Pool Close To villa is situated a stone's throw from the Olavine Spa & Salon and can accommodate up… More

From US$ 384 Book Now

Kamaole Sands 10-214

2695 South Kihei Rd., Unit #10-214, Wailea (Maui), United States Show map

Offering Wi-Fi, a lift and a tour desk, Kamaole Sands 10-214 Wailea villa offers a prime location just 1.6 km from Kilohana Park. Guests can enjoy windsurfing, horse riding, and table tennis at the 2… More

From US$ 409 Book Now

Wailea Ekahi 18F

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

During the stay at Wailea Ekahi 18F Villa, guests can indulge in windsurfing, snorkelling, and hiking or visit the Mokapu Beach, located 2.8 km away. Located 10 minutes' drive from The Shops at… More

From US$ 474 Book Now

Palms At Wailea 705 - Beautiful Reno, Split Ac

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

Offering a location approximately a 20-minute walk from The Shops at Wailea Outdoor Mall, the 2-bedroom Palms At Wailea 705 - Beautiful Reno, Split Ac Villa gives access to various tourist spots in… More

From US$ 467 Book Now

Beautifully Remodeled Ocean View Condo In Wailea We27B

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

Beautifully Remodeled Ocean View Condo In Wailea We27B villa is located 2.9 km from the Kamaole Beach Park III and provides snorkelling, horseback riding, and fishing for active guests. Offering… More

From US$ 598 Book Now

8-403 Kamaole Sands

2695 S Kihei Rd #8-403, Wailea (Maui), United States Show map

The 2-bedroom 8-403 Kamaole Sands Wailea villa is nestled 550 metres from the Kamaole Beach Park III and can accommodate up to 6 guests. Featuring a Jacuzzi, the holiday home is 3.1 km from the Sandy… More

From US$ 598 Book Now

Kamaole Sands 6-303 - Courtyard And Ocean Views

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

Situated just 0.7 km from the Kamaole Beach Park III, the 1-bedroom Kamaole Sands 6-303 - Courtyard And Ocean Views Wailea villa can host up to 4 guests and offers a hot tub, ensuring a relaxing stay… More

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Haleakala Shores A-302 - Stunning Ocean View Condo

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

Located in the Kamaole Beach district of Wailea, about 5 minutes' walk from Kamaole Beach Park 2, the 2-bedroom Haleakala Shores A-302 - Stunning Ocean View Condo Wailea villa offers sea views. More

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Kamaole Sands 7-406, Courtyard & Ocean Views, Ac

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

The 2-bedroom Kamaole Sands 7-406, Courtyard & Ocean Views, Ac Wailea villa is nestled a mere 9 minutes' walk from the Kamaole Beach Park III and can accommodate up to 6 guests. Offering a Jacuzzi… More

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Hale Kamaole 210 - Hak 210 1Bd Ocean View Walk To The Beach And

2737 South Kihei Road, Unit 210, Wailea (Maui), United States Show map

Overlooking the sea, Hale Kamaole 210 - Hak 210 1Bd Ocean View Walk To The Beach And Wailea villa enjoys a prime setting a 6-minute walk from Kihei Coastal Trail. More

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Haleakala Shores A-302

2619 South Kihei Road, Wailea (Maui), United States Show map

Staying at Haleakala Shores A-302 Wailea villa, guests can easily reach Kamaole Beach Park 2, located just 300 metres away. More

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Kamaole Sands 7307 - Kas 7307 Remodeled Condo Across Beach W Poo

2695 South Kihei Road, Unit 7307, Wailea (Maui), United States Show map

Located 250 metres from the Kamaole Beach Park III, Kamaole Sands 7307 - Kas 7307 Remodeled Condo Across Beach W Poo Wailea villa is suitable for 4 guests and provides an outdoor swimming pool to… More

From US$ 492 Book Now

Wailea Beach Villas

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

Offering a Jacuzzi for a relaxing experience, Wailea Beach Villas is located a 19-minute walk from the fringed Ulua Beach Park. More

From US$ 1302 Book Now

Grand Champions Golf Villas 94

155 Wailea Ike Pl. #94, Wailea (Maui), United States Show map

Situated right near the Olavine Spa & Salon, the 3-bedroom Grand Champions Golf Villas 94 Wailea is ideal for up to 8 guests. This holiday home features opportunities for windsurfing, snorkelling… More

From US$ 719 Book Now

Kamaole Sands 7-207

2695 S. Kihei Rd., Unit #7-207, Wailea (Maui), United States Show map

During the stay at Kamaole Sands 7-207 Wailea villa, guests can indulge in windsurfing, snorkelling, and ping-pong or visit the Keawakapu Beach, located a 14-minute walk away. Offering horse riding… More

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Palms At Wailea 1306 - Paw 1306 Remodeled Wailea 2Bd W Ac Pool O

3200 Wailea Alanui Drive, Unit 1306, Wailea (Maui), United States Show map

Featuring an outdoor swimming pool, Palms At Wailea 1306 - Paw 1306 Remodeled Wailea 2Bd W Ac Pool O Villa is suitable for up to 6 people and is located only 1.8 km from Makena State Park. More

From US$ 790 Book Now

Charming Beachside Garden Vistas

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

During the stay at Charming Beachside Garden Vistas Wailea villa, guests can indulge in a Jacuzzi or visit Hawaiian Moons Natural Foods, located 17 minutes' walk away. Located only 1.7 km from the… More

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Kamaole Sands 4413 - Kas 4413 Remodeled 2Bd Beach Retreat Across

2695 South Kihei Road, Unit 4413, Wailea (Maui), United States Show map

The 2-bedroom Kamaole Sands 4413 - Kas 4413 Remodeled 2Bd Beach Retreat Across Wailea villa accommodates up to 6 guests and offers proximity to the Kamaole Beach Park III, located just a 5-minute… More

From US$ 291 Book Now

Kihei Akahi C-608 - Stunning Ocean Views, Ac!

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

Welcoming guests with a Jacuzzi, the 1-bedroom Kihei Akahi C-608 - Stunning Ocean Views, Ac! Villa Wailea is located about 5 minutes' walk from the sandy Kamaole Beach Park II and can host up to 4… More

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Wailea Ekahi 49A

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

The 1-bedroom Wailea Ekahi 49A Villa is located around a 15-minute walk from Makena State Park and provides an outdoor swimming pool, ensuring a relaxing stay. Suitable for up to 4 guests, this… More

From US$ 334 Book Now

Kihei Akahi Resort - Unit D605

2531 South Kihei Road, Unit D605, Wailea (Maui), United States Show map

Located nearly 5 minutes' walk from Maui's World Gallery, the 1-bedroom Kihei Akahi Resort - Unit D605 Wailea villa has an outdoor swimming pool and is ideal for up to 3 guests. More

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Kihei Akahi Resort - Unit C603

2531 South Kihei Road, Unit C603, Wailea (Maui), United States Show map

Up to 2 guests can stay at the 1-bedroom Kihei Akahi Resort - Unit C603 Wailea villa and enjoy Kamaole Beach Park 2, located around 5 minutes' walk away. This property features opportunities for… More

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Mbq110Ii Tropical Serenity - Spacious Beautiful Maui Suite

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

Located a mere 400 metres from the Kamaole Beach Park III, Mbq110Ii Tropical Serenity - Spacious Beautiful Maui Suite Wailea villa offers guests to relax in a Jacuzzi, or enjoy windsurfing… More

From US$ 468 Book Now

Wailea Ekolu 510 - Sweeping Ocean Views, Split Ac!

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

Staying at Wailea Ekolu 510 - Sweeping Ocean Views, Split Ac! Villa, guests can visit the Mokapu Beach, which is just 1.7 km away. More

From US$ 539 Book Now

Spacious Condo Across The Street From Maui'S Best Beaches Mbg304

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

The 2-bedroom Spacious Condo Across The Street From Maui'S Best Beaches Mbg304 Wailea villa hosts up to 6 guests and provides proximity to the Kamaole Beach Park III, situated only an 8-minute walk… More

From US$ 567 Book Now

Grand Champions 179 - Gc 179 Last Minute Deal At 3Bd Wailea Cond

155 Wailea Ike Place, Unit 179, Wailea (Maui), United States Show map

Located just 7 minutes' walk from The Shops at Wailea Outdoor Mall, the 3-bedroom Grand Champions 179 - Gc 179 Last Minute Deal At 3Bd Wailea Cond villa offers an outdoor swimming pool for guests to… More

From US$ 509 Book Now