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

Grand Champions 32

155 Wailea Ike Pl., #32, Wailea (Maui), United States Show map

Featuring an outdoor swimming pool, Grand Champions 32 Villa Wailea is located in an entertainment part of Wailea, a 13-minute walk from The Shops at Wailea Outdoor Mall. Providing guests with Wi-Fi… More

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Summer Sale! Updated Beachy Chic 2Br Across From The Beach W Ac - Kamaole Sands 1101

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

Located nearly 25 minutes' walk from A Promise Made in Paradise, Summer Sale! Updated Beachy Chic 2Br Across From The Beach W Ac - Kamaole Sands 1101 Wailea villa provides access to various tourist… More

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Maui Banyan A 203 - 2B

2575 South Kihei Rd., Unit A203, Wailea (Maui), United States Show map

The 2-bedroom Maui Banyan A 203 - 2B Villa Wailea is nestled about a 5-minute walk from the sandy Kamaole Beach Park II and can accommodate up to 6 guests. Located merely 1.7 km from Cove Park, this… More

From US$ 418 Book Now

Kamaole Sands 2-203

2695 South Kihei Rd., Unit #2-203, Wailea (Maui), United States Show map

Located approximately a 5-minute walk from Kamaole Beach Park III, the 1-bedroom Kamaole Sands 2-203 Wailea villa offers an outdoor swimming pool for guests to relax by. This accommodation features… More

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Summer Sale! Spacious 2Bd Condo W Ocean Breeze Ac Pool - Kihei Akahi C302

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

Summer Sale! Spacious 2Bd Condo W Ocean Breeze Ac Pool - Kihei Akahi C302 Wailea villa provides easy access to various city attractions, such as Kamaole Beach Park 2, situated approximately 5… More

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Hale Kamaole 150

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

The 1-bedroom Hale Kamaole 150 Villa Wailea is situated around 5 minutes' walk from Kihei Boat Landing, featuring such comforts as high-speed Internet access and parking. More

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Wailea Ekahi 39E

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

Nestled 20 minutes' walk from Olavine Spa & Salon, Wailea Ekahi 39E Villa entices guests to explore various tourist destinations nearby. The 1-bedroom holiday home hosts up to 2 guests and provides… More

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Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story In Beautiful Wailea

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

The 2-bedroom Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story In Beautiful Wailea villa offers proximity to such city sites as Wailea Golf Club, located only a 6-minute walk away. More

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Kamaole Sands 3-406 - Modern Kitchen, Large Lanai, Enclosed Private Mb, Split Ac

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

Kamaole Sands 3-406 - Modern Kitchen, Large Lanai, Enclosed Private Mb, Split Ac Wailea villa enjoys its location about a 5-minute walk from Kamaole III Beach and overlooks the sea. Located not far… More

From US$ 317 Book Now

Kamaole Sands 9-110

2695 South Kihei Rd., Unit 9-110, Wailea (Maui), United States Show map

Featuring an outdoor swimming pool, Kamaole Sands 9-110 Wailea villa is suitable for up to 4 people and is located 14 minutes' walk from Keawakapu Beach. Providing guests with Wi-Fi and private… More

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Kamaole Sands 2-103

2695 South Kihei Road, Unit #2-103, Wailea (Maui), United States Show map

Located around 5 minutes' walk from Kamaole Beach Park III, the 1-bedroom Kamaole Sands 2-103 Wailea villa offers an outdoor swimming pool for guests to relax by. The accommodation features… More

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Kamaole Sands 7-210

2695 South Kihei Road, Unit 7-210, Wailea (Maui), United States Show map

Located about a 5-minute walk from Kamaole Beach Park III, the 1-bedroom Kamaole Sands 7-210 Wailea villa boasts an outdoor swimming pool and can accommodate up to 4. The holiday home features… More

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Mkb215 Oceanview Poolside Spacious 2-Bed Suite

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

Located around a 5-minute walk from Kihei Coastal Trail, the 2-bedroom Mkb215 Oceanview Poolside Spacious 2-Bed Suite Wailea villa has a swimming pool and is ideal for up to 6 guests. Guests can… More

From US$ 293 Book Now

Kamaole Sands 3-101

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

Located just 0.7 km from Kihei Coastal Trail, Kamaole Sands 3-101 Wailea villa provides access to various tourist attractions in the vicinity. More

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Maui Kamaole J114

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

Situated about a 5-minute walk from Redline Rafting, the 1-bedroom Maui Kamaole J114 Villa Wailea is ideal for up to 4 guests. Located 3.5 km from the Half-mile-long Ulua Sandy Beach Park, 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

The 1-bedroom Wailea Ekahi 21A - Wek 21A Remodeled Wailea Condo Pool Ac Near B villa hosts up to 4 guests and is nestled nearly a 10-minute ride from natural sites such as the neighborhood Charley… More

From US$ 975 Book Now

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

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

Situated around a 20-minute walk from Olavine Spa & Salon, Remodeled Wailea 2Bd W Ac Pool Near Beach-Wailea Ekahi 43D villa entices guests to explore various tourist attractions in the area. More

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Kamaole Sands 2-104

2695 South Kihei Road, Unit #2-104, Wailea (Maui), United States Show map

Located merely 5 minutes' walk from Kamaole Beach Park III, the 1-bedroom Kamaole Sands 2-104 Wailea villa features an outdoor swimming pool and can accommodate up to 4 guests. Located a mere 1.8 km… More

From US$ 240 Book Now

Kamaole Sands 2-105

2695 South Kihei Rd., Unit #2-105, Wailea (Maui), United States Show map

Kamaole Sands 2-105 Wailea villa is situated only a 5-minute walk from Kamaole Beach Park III and features barbecue and a golf course for a delightful stay. Providing guests with Wi-Fi and a private… More

From US$ 272 Book Now

Maui Kamaole I 214

2777 South Kihei Rd., Unit I214, Wailea (Maui), United States Show map

At the 2-bedroom Maui Kamaole I 214 Villa Wailea, guests can enjoy windsurfing, snorkelling, and hiking as well as a location within 5 minutes' walk of Redline Rafting. Located 2.7 km from Lava… More

From US$ 625 Book Now

Ho'Olei 24-3

24-3 Ho'Olei Circle, Unit #24-3, Wailea (Maui), United States Show map

Situated around 25 minutes' walk from Mokapu Beach, the 3-bedroom Ho'Olei 24-3 Villa Wailea offers guests to enjoy barbecue and a golf course. The holiday home features opportunities for windsurfing,… More

From US$ 1613 Book Now

Stylish New South Kihei Beach Side Vistas

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

Located about a 5-minute walk from Kamaole Beach Park III, the 1-bedroom Stylish New South Kihei Beach Side Vistas Wailea villa boasts an outdoor swimming pool and can accommodate up to 4. Featuring… More

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Luxe Maui Beach Retreat Walk To Kamaole Beach

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

The 1-bedroom Luxe Maui Beach Retreat Walk To Kamaole Beach Wailea villa is nestled around a 5-minute walk from the sandy Kamaole Beach Park II and can accommodate up to 4 guests. Located 2.4 km from… More

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Maui Kamaole - 4 Bedroom Ocean View, 2 Units

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

Situated only an 8-minute stroll from Kihei Boat Ramp, the 4-bedroom Maui Kamaole - 4 Bedroom Ocean View, 2 Units Wailea villa can welcome up to 12 guests and boasts a Jacuzzi for a relaxing retreat.… More

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2Bd Ac Pool Near Beaches-Waiea Ekolu 1604

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

Nestled a 10-minute drive from the secluded local Po'olenalena Beach, 2Bd Ac Pool Near Beaches-Waiea Ekolu 1604 Wailea villa entices guests to explore various tourist destinations nearby. More

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2Br 2Ba Wailea Condo W Ac Pool Close To Beach - Grand Champions 163

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

2Br 2Ba Wailea Condo W Ac Pool Close To Beach - Grand Champions 163 villa offers proximity to such city sites as Wailea Town Center, located just a 5-minute walk away. More

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2Bd With Golf Views, Private Lanai & Resort Pool -Grand Champions 30

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

Situated only a 5-minute stroll from Wailea Town Center, 2Bd With Golf Views, Private Lanai & Resort Pool -Grand Champions 30 Wailea villa offers quick access to numerous city landmarks nearby. More

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Kamaole Sands #8-405

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

Located a mere 9 minutes' walk from Kamaole Beach Park III, the 3-bedroom Kamaole Sands #8-405 Wailea villa features an outdoor swimming pool and can accommodate up to 8 guests. This property… More

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Maui Banyan Q203B

Wailea (Maui), United States Show map

Maui Banyan Q203B Villa Wailea provides easy access to various city attractions, such as Kamaole Beach Park 2, situated 5 minutes' walk away. More

From US$ 156 Book Now

Hale Kamaole 276

2737 S. Kihei Road, Wailea (Maui), United States Show map

The 1-bedroom Hale Kamaole 276 Villa Wailea accommodates up to 6 guests and offers proximity to Kamaole Beach Park III, located merely a 5-minute walk away. More

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Oceanview Retreat 2 Side-By-Side Condos

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

Welcoming guests with a Jacuzzi, the 2-bedroom Oceanview Retreat 2 Side-By-Side Condos Wailea villa is located approximately a 5-minute walk from the sandy Kamaole Beach Park II and can host up to 8… More

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Kamaole Sands 7-109 - Romantic, Renovated, Ac

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

Located approximately a 5-minute ride from Kamaole Beach Park III, the 1-bedroom Kamaole Sands 7-109 - Romantic, Renovated, Ac Wailea villa can accommodate up to 2 guests, providing them with a… More

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Luxury Maui Condo Ocean Views Resort Perks

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

Located just 650 metres from Redline Rafting, the 1-bedroom Luxury Maui Condo Ocean Views Resort Perks Wailea villa offers a swimming pool, a Jacuzzi for a truly relaxing stay. Hosting up to 6 guests… More

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Palms At Wailea 801, Luxurious 1Bedroom, 2 Bath

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

Palms At Wailea 801, Luxurious 1Bedroom, 2 Bath villa offers proximity to nearby tourist spots, such as Polo Beach Park, situated 2.7 km away. The 1-bedroom holiday home hosts up to 3 guests and… More

From US$ 362 Book Now

Hale Kamaole - 4 Bedroom 2 Units

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

Situated nearly 25 minutes' walk from Cove Park, the 4-bedroom Hale Kamaole - 4 Bedroom 2 Units Wailea villa provides fitness classes, as well as a fitness room for active guests. This Wailea holiday… More

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Kihei Tropical Retreat - Your Home Away From Home In Maui

3204 Mapu Place, Wailea (Maui), United States Show map

Kihei Tropical Retreat - Your Home Away From Home In Maui Wailea offers proximity to nearby tourist spots, such as the Half - mile - long Ulua Sandy Beach Park, situated 3.7 km away. The 3-bedroom… More

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Wailea Ekolu 1204 - Modern Ocean View Condo W/ Large Lanai, King Bed, & Split Ac

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

Wailea Ekolu 1204 - Modern Ocean View Condo W/ Large Lanai, King Bed, & Split Ac villa accommodates up to 4 guests and offers a prime location nearly 15 minutes on foot from shopping venues such as… More

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Hale Hui Kai 202

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

Hale Hui Kai 202 Villa Wailea is nestled a few steps from Keawakapu Beach and can accommodate up to 4 guests. Located 10 minutes' drive from Cove Park, the 2-bedroom villa provides high-speed… More

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Three Bedrooms At Kamaole Sands-Nice!

2695 South Kihei Road, 10-101, Wailea (Maui), United States Show map

Staying at Three Bedrooms At Kamaole Sands-Nice! Wailea villa, guests can visit Kihei Boat Landing, which is only 0.6 km away. More

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Hale Kamaole 4-334

2737 South Kihei Road, Unit #4-334, Wailea (Maui), United States Show map

The 2-bedroom Hale Kamaole 4-334 Villa Wailea is located within 25 minutes' walk of Mokapu Beach and allows guests to enjoy windsurfing, snorkelling, and hiking. Offering an outdoor swimming pool… More

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Maui Parkshore 410

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

The 2-bedroom Maui Parkshore 410 Wailea villa is situated nearly 5 minutes' walk from Blue Water Rafting, featuring such comforts as high-speed Internet access and parking. More

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Dramatic Ocean Views, Wailea Ekolu 407, Perfect For Couples, Renovated, Split Ac

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

Dramatic Ocean Views, Wailea Ekolu 407, Perfect For Couples, Renovated, Split Ac Villa is situated within easy reach of Wailea Old Blue Clubhouse, featuring such comforts as Wi-Fi and a car park. More

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Maui Parkshore 307

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

The 2-bedroom Maui Parkshore 307 Wailea villa is situated around 5 minutes' walk from Kihei Coastal Trail, featuring such comforts as high-speed Internet access and parking. More

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Wailea Ekolu Village #314

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

Wailea Ekolu Village #314 villa is located 25 minutes' walk from the Sandy Wailea Public Beach and provides windsurfing, snorkelling, and hiking for active guests. Located 2.3 km from Keawakapu Beach… More

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Maui Hill 70

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

The 3-bedroom Maui Hill 70 Villa Wailea accommodates up to 6 guests and offers proximity to Keawakapu Beach, located only 8 minutes' walk away. Located 3.3 km from the expansive Kalama Seaside Park… More

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Wailea Ekahi Village 51A

3300 Wailea Alanui Dr. #51A, Wailea (Maui), United States Show map

Featuring horse riding tours to make your visit more entertaining, Wailea Ekahi Village 51A villa is 20 minutes' walk from Olavine Spa & Salon. Guests can enjoy windsurfing, snorkelling, and… More

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Mana Kai Maui Resort, #812A

2960 South Kihei Road One Bedroom / One Bath Oceanfront Condominium, Wailea (Maui), United States Show map

The 1-bedroom Mana Kai Maui Resort, #812A Wailea villa is located only 0.7 km from Kihei Coastal Trail and allows guests to enjoy hiking, cycling, and fisheries. This Wailea holiday home can… More

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Beachfront Studio Walk To Kamaole Beach Pools

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

Featuring an outdoor swimming pool, the 1-bedroom Beachfront Studio Walk To Kamaole Beach Pools Wailea villa is located nearly a 5-minute walk from Kamaole Beach Park 2 and is suitable for up to 4… 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

The 2-bedroom Grand Champions 163 - Gc 163 2Bd Wailea Condo W Ac Pool Close To villa, located around a 5-minute walk from Wailea Tennis Club, can host up to 7 guests. More

From US$ 384 Book Now

Discover Kamaole Sands 3-101 - Premium Ground Floor Renovation, Split Ac, Wi-Fi

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

Offering a Jacuzzi for a relaxing experience, Discover Kamaole Sands 3-101 - Premium Ground Floor Renovation, Split Ac, Wi-Fi Wailea villa is located 18 minutes' walk from Redline Rafting. Providing… More

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