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2026-11-03
2026-11-04
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Holiday Homes in Wailea (Maui)

Palms At Wailea 2108 - Paw 2108 Remodeled Wailea Condo W Ac Infi

3200 Wailea Alanui Drive, Unit 2108, Wailea (Maui), United States Show map

The 1-bedroom Palms At Wailea 2108 - Paw 2108 Remodeled Wailea Condo W Ac Infi villa offers proximity to nearby tourist spots, such as Wailea Emerald Course, situated 2.6 km away. More

From US$ 730 Book Now

Kamaole Sands 10-210

2695 South Kihei Rd., Unit #10-210, Wailea (Maui), United States Show map

Situated only a 5-minute stroll from Kamaole Beach Park III, the 1-bedroom Kamaole Sands 10-210 Wailea villa ensures a great leisure experience by offering snorkelling, hiking, and table tennis. More

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Wailea Ekahi 17D - Wek 17D Wailea Retreat W Ocean View Pool Ac

3300 Wailea Alanui Drive, Unit 17D, Wailea (Maui), United States Show map

Situated about a 25-minute walk from the Sandy Wailea Public Beach, Wailea Ekahi 17D - Wek 17D Wailea Retreat W Ocean View Pool Ac Villa entices guests to explore various tourist attractions in the… More

From US$ 272 Book Now

Grand Champions 106

155 Wailea Ike Pl., Unit 106, Wailea (Maui), United States Show map

Grand Champions 106 Villa Wailea is located 750 metres from Makena State Park and invites guests to enjoy horse riding tours. This 3-bedroom villa features opportunities for windsurfing, snorkelling,… More

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Wailea Ekolu Village - Coraltree Residence Collection

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

Wailea Ekolu Village - Coraltree Residence Collection villa provides easy access to various city attractions, such as Wailea Old Blue Clubhouse, situated about 5 minutes' walk away. More

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Wailea Elua Village - Coraltree Residence Collection

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

Situated merely 0.9 km from The Shops at Wailea Outdoor Mall, Wailea Elua Village - Coraltree Residence Collection villa includes a swimming pool, as well as a Jacuzzi to relax in. Featuring garden… More

From US$ 695 Book Now

Kamaole Sands 5-216

2695 South Kihei Road 5-216, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Kamaole Sands 5-216 Wailea apartment, which is 3.2 km from the Sandy Wailea Public Beach and around 10 minutes by car from the… 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 offers quick access to such tourist spots as Rainbow Mall Kihei, situated only a 5-minute walk away. Providing guests with Wi… 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 visit 5 Palms, which is just 50 metres away. The Wailea holiday home is suitable for up to 4 guests and… More

From US$ 1338 Book Now

Extraordinary Molokini Views, Spectacular Renovation, New Split Ac, Ocean Views!

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

The 2-bedroom Extraordinary Molokini Views, Spectacular Renovation, New Split Ac, Ocean Views! Villa Wailea hosts up to 4 guests and provides proximity to The Shops at Wailea Outdoor Mall, situated… 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

Along with proximity to Redline Rafting, located just 8 minutes' walk away, the 2-room Mana Kai 410 - Ocean Front At Keawakapu Beach, Ac Wailea villa provides access to a fitness area. Staying at… More

From US$ 568 Book Now

Elua 704

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

Offering a heated pool, the 2-bedroom Elua 704 Villa Wailea is located only 8 minutes' walk from Makena State Park and is ideal for up to 6 guests. The holiday home features opportunities for… 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 around a 5-minute walk from Kamaole Beach Park III and can accommodate up to 4 guests. Located 3.3 km from the Sandy Wailea Public Beach, the… More

From US$ 288 Book Now

Perch - Maui Banyan P206

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

Accommodating up to 4 guests, the 1-bedroom Perch - Maui Banyan P206 Villa Wailea is situated only 1.5 km from renowned cultural sites such as Maui Fine Art. Offering a Jacuzzi, the accommodation is… More

From US$ 1055 Book Now

Polo Beach Club - Coraltree Residence Collection

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

Located about 5 minutes' walk from Palauea Beach, the 9-room Polo Beach Club - Coraltree Residence Collection Wailea villa offers an outdoor swimming pool for guests to relax by. Offering a Jacuzzi… 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 a private parking lot. This Wailea holiday… More

From US$ 306 Book Now

Wailea Elua 705 Oceanfront Beach Retreat

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

Suitable for 6 guests, the 2-bedroom Wailea Elua 705 Oceanfront Beach Retreat villa is located a mere 8 minutes' walk from Mokapu Beach and provides a Jacuzzi for a relaxing stay. Offering fitness… More

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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. The Wailea holiday… More

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Charming Kihei Oasis Vistas

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

Located within 25 minutes' walk of Kalama Park Pavilion, Charming Kihei Oasis Vistas Villa Wailea provides access to various tourist attractions in the vicinity. More

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Kamaole Sands 2-204 - Dramatic Ocean And Courtyard Views, 1Bd / 2Ba, Ac, Wi-Fi

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

Located about 20 minutes' walk from Kilohana Park, the 2-room Kamaole Sands 2-204 - Dramatic Ocean And Courtyard Views, 1Bd / 2Ba, Ac, Wi-Fi Wailea villa offers fitness classes, as well as a fitness… More

From US$ 198 Book Now

Kamaole Sands 7-404

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

Situated around 5 minutes' walk from Kamaole Beach Park III, the 2-bedroom Kamaole Sands 7-404 Wailea villa is ideal for up to 6 guests. The accommodation features opportunities for snorkelling… 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 access to entertainment venues such as Makena's Golf Course, situated 3.9 km away, Wailea Ekahi 12D - Budget Friendly Ocean View Studio W/ Lanai, Kitchen, Wd, & Ac villa can host up to 2… More

From US$ 377 Book Now

Elua 2301

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

Featuring a heated pool, the 2-bedroom Elua 2301 Villa Wailea is suitable for up to 6 people and is located 17 minutes' walk from Mokapu Beach. This 2-bathroom villa features opportunities for… More

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Ekolu 1403

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

Featuring an outdoor swimming pool, the 1-bedroom Ekolu 1403 Villa Wailea is suitable for up to 4 people and is located around 15 minutes' walk from Makena State Park. Providing guests with Wi-Fi and… More

From US$ 267 Book Now

Maui Parkshore 307 - Stunning Remodel, Ocean Views

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

Maui Parkshore 307 - Stunning Remodel, Ocean Views Wailea villa is situated 5 minutes' stroll from Kamaole Beach Park 2, featuring such comforts as Wi-Fi and parking. More

From US$ 536 Book Now

Mbq110S Tropical Serenity - Charming Maui Banyan Studio

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

Mbq110S Tropical Serenity - Charming Maui Banyan Studio Wailea villa is located 3.9 km from Saint Theresa Roman Catholic Church and provides windsurfing, snorkelling, and cycling for active guests. More

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Grand Champions Golf Villas 153

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

Situated 13 minutes' walk from the Sandy Wailea Public Beach, Grand Champions Golf Villas 153 Wailea offers guests to enjoy an aqua park and a golf course. This 3-bedroom villa features opportunities… More

From US$ 510 Book Now

Palms At Wailea #905

3200 Wailea Alanui Dr., Unit #905, Wailea (Maui), United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Palms At Wailea #905 Villa is suitable for up to 6 people and is located approximately 25 minutes' walk from Redline Rafting. Providing guests with… More

From US$ 465 Book Now

Wailea Grand Champions - Coraltree Residence Collection

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

Located just near Olavine Spa & Salon, Wailea Grand Champions - Coraltree Residence Collection villa comes with a swimming pool, a Jacuzzi. Staying at the luxurious holiday home, nearly a 5-minute… 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 in the immediate vicinity of Kamaole Beach Park III and can accommodate up to 6 guests. The property… More

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Kamaole Sands 3-103

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

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

From US$ 232 Book Now

Wailea Ekahi Village - Coraltree Residence Collection

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

Nestled around a 20-minute walk from Keawakapu Beach, Wailea Ekahi Village - Coraltree Residence Collection villa is boasting spa therapy and a golf course for guests' enjoyment. Located a mere 1.8… More

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Kamaole Sands 10-215

2695 South Kihei Rd., Unit #10-215, Wailea (Maui), United States Show map

Offering an outdoor swimming pool, the 2-bedroom Kamaole Sands 10-215 Wailea villa is located nearly 5 minutes' walk from Kamaole Beach Park III and is ideal for up to 6 guests. This Wailea holiday… More

From US$ 566 Book Now

Maui Kamaole A110

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

The 1-bedroom Maui Kamaole A110 Villa Wailea is located around 25 minutes' walk from the neighborhood Charley Young Beach and allows guests to enjoy windsurfing, snorkelling, and horseback riding. More

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Maui Kamaole I217

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

Staying at the 2-bedroom Maui Kamaole I217 Villa Wailea, guests can visit Kamaole Beach Park III, which is a mere 1 km away. Offering horse riding tours, this Wailea villa can accommodate up to 6… More

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Maui Parkshore 414, Top Floor, Amazing Ocean Views

2653 S Kihei Rd Unit 414, Wailea (Maui), United States Show map

Offering sea views, Maui Parkshore 414, Top Floor, Amazing Ocean Views Wailea villa is situated nearly a 5-minute walk from Kamaole Beach Park III. Providing guests with Wi-Fi and a car park, this… More

From US$ 479 Book Now

Maui Kamaole J-104 - Private Lanais, Split Ac

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

Located about 600 metres from Redline Rafting, the 2-room Maui Kamaole J-104 - Private Lanais, Split Ac Villa Wailea entices guests with a Jacuzzi. Providing guests with Wi-Fi and a car park, this… 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 within 5 minutes' walk of the sandy Kamaole Beach Park II, Kihei Akahi C-411 - Modern Renovation, Split Ac Villa Wailea invites guests to enjoy a hot tub. Providing guests with Wi-Fi and… More

From US$ 259 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 around 25 minutes on foot from Kamaole Beach Park III. More

From US$ 664 Book Now

Luxury Aloha Spirit Oceanview Penthouse Sleeps 5

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

The 1-bedroom Luxury Aloha Spirit Oceanview Penthouse Sleeps 5 Villa Wailea is located just 5 minutes' walk from Kamaole Beach Park III and offers a Jacuzzi, ensuring guests a relaxing stay. This 2… More

From US$ 504 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 just 0.6 km from Redline Rafting and is ideal for up to 4 guests. This Wailea holiday home features… More

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Koa Resort 4I

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

The 3-bedroom Koa Resort 4I Wailea villa is nestled only 7 minutes' walk from The Shops at Wailea Outdoor Mall and can accommodate up to 6 guests. Located 2.5 km from Kamaole Beach Park III, the… 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

Located approximately 25 minutes' walk from Keawakapu Beach, the 1-bedroom Mbp106 Maui Banyan 1-Bed 2-Bath Suite With Ac Wailea villa features a swimming pool, a Jacuzzi, ensuring a relaxing stay. More

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Wailea Grand Champions 58

155 Wailea Ike Place Apt 58, Wailea (Maui), United States Show map

Situated only 5 minutes on foot from Wailea Town Center, the spacious 84 m² Wailea Grand Champions 58 Apartment offers a Jacuzzi for up to 4 guests. The apartment enjoys a convenient location, 3.6 km… More

From US$ 418 Book Now

Front Of The Front Row: Elua Resort 1002

3600 Wailea Alanui Drive 1002, Wailea (Maui), United States Show map

Nestled around 5 minutes' walk from Mokapu Beach, the 2-bedroom Front Of The Front Row: Elua Resort 1002 Wailea villa comes with a sun deck and a golf course for added enjoyment. This accommodation… More

From US$ 1204 Book Now

Kamaole Sands 5-404

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

Located approximately a 5-minute walk from Kamaole Beach Park III, the 2-bedroom Kamaole Sands 5-404 Wailea villa offers an outdoor swimming pool for guests to relax by. This accommodation features… More

From US$ 595 Book Now

Kihei Akahi Resort - Unit B103

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

Suitable for 4 guests, Kihei Akahi Resort - Unit B103 Wailea villa offers a location 5 minutes' walk from Kamaole Beach Park 2 and features an aqua park and a golf course. Located 2.6 km from Mokapu… More

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Kamaole Sands 4-213 - Beautiful Modern Renovation - Bright & Open - Split Ac

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

Kamaole Sands 4-213 - Beautiful Modern Renovation - Bright & Open - Split Ac Wailea villa is located nearly 25 minutes' walk from Kalama Park Pavilion and provides guests with a hot tub for a more… More

From US$ 259 Book Now

Kihei Kai Nani 238

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

The 1-bedroom Kihei Kai Nani 238 Villa Wailea, located just 5 minutes' walk from Kamaole Beach Park 2, can host up to 2 guests. Located a mere 1.6 km from Cove Park, this villa provides high-speed… More

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Kamaole Sands 6-407

2695 S. Kihei Rd., Unit #6-407, Wailea (Maui), United States Show map

Situated merely 250 metres from Kamaole Beach Park III, the 2-bedroom Kamaole Sands 6-407 Wailea villa is suitable for 6 guests and provides an outdoor swimming pool to relax in. This Wailea holiday… More

From US$ 486 Book Now