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

The Palms At Wailea

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

Located within 25 minutes' walk of Kihei Boat Ramp, 4-room The Palms At Wailea Villa provides access to various tourist attractions in the vicinity. More

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Elua 907

3600 Wailea Alanui, #907, Wailea (Maui), United States Show map

Situated just a 5-minute stroll from Makena State Park, the 2-bedroom Elua 907 Villa Wailea is suitable for 6 guests and provides an outdoor swimming pool to relax in. Located a short way from Martin… More

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Palms At Wailea 101 - 2Br Garden View Condo W/ A/C In Bedrooms & Spacious Lanais

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

Palms At Wailea 101 - 2Br Garden View Condo W/ A/C In Bedrooms & Spacious Lanais villa enjoys a prime location, an 11-minute walk from Kilohana Park, and offers guests to unwind in a Jacuzzi. This… More

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Kamaole Sands #9-406

2695 S. Kihei Rd. #9-406, Wailea (Maui), United States Show map

The 2-bedroom Kamaole Sands 9-406 Wailea villa hosts up to 5 guests and provides proximity to Kamaole Beach Park III, situated merely 0.8 km away. This Wailea holiday home features opportunities for… More

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Remodeled Wailea 1Br Pool Ac Near Beach Wailea Ekahi 21A

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

Remodeled Wailea 1Br Pool Ac Near Beach Wailea Ekahi 21A villa is located within 20 minutes' walk of Keawakapu Beach, giving access to various tourist spots nearby. More

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Wailea Ekahi 20J - Secluded Garden Oasis Surrounded By Trees & Tropical Blooms

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

Nestled 10 minutes' drive from Wailea Emerald Course, Wailea Ekahi 20J - Secluded Garden Oasis Surrounded By Trees & Tropical Blooms Villa entices guests to explore various tourist destinations… More

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Kihei Akahi C-608

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

The 1-bedroom Kihei Akahi C-608 Villa Wailea offers easy access to such tourist spots as Kamaole Beach Park 2, located only a 5-minute walk away. Providing guests with high-speed Internet access and… 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 A Promise Made in Paradise, the 1-bedroom Wailea Ekahi 34A - Wek 34A Spacious Wailea Condo W Ac Pool Near villa provides access to various tourist attractions in… More

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Kamaole Sands

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

Staying at Kamaole Sands Wailea villa, guests can visit Kihei Boat Landing, which is just 1.1 km away. More

From US$ 307 Book Now

Maui Parkshore 414

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

The 2-bedroom Maui Parkshore 414 Wailea villa hosts up to 4 guests and provides proximity to Kamaole Beach Park III, situated merely 200 metres away. Providing guests with high-speed Internet access… More

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Haleakala Shores A-308 - Ocean & Mountain Views, King, Pool, Walk To Kamaole III

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

Situated approximately a 5-minute walk from Kamaole Beach Park III, the 2-bedroom Haleakala Shores A-308 - Ocean & Mountain Views, King, Pool, Walk To Kamaole III Wailea villa is ideal for up to 6… More

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Mana Kai 304 - Renovated Oceanfront 2Br/2Ba Condo, Split Ac, Beach Access, Views

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

Along with proximity to Redline Rafting, located only 8 minutes' walk away, Mana Kai 304 - Renovated Oceanfront 2Br/2Ba Condo, Split Ac, Beach Access, Views Wailea villa provides access to a fitness… More

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Kamaole Sands 9-307

2695 South Kihei Rd., Unit 9-307, Wailea (Maui), United States Show map

Staying at the 1-bedroom Kamaole Sands 9-307 Wailea villa, guests can easily reach A Promise Made in Paradise, located approximately a 25-minute walk away. Offering horse riding tours, this Wailea… More

From US$ 412 Book Now

Kamaole Sands 1-307 - Prime Location, Stunning Renovation, Large Lanai, New Ac

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

Kamaole Sands 1-307 - Prime Location, Stunning Renovation, Large Lanai, New Ac Wailea villa is nestled within 200 metres of Kamaole Beach Park III and can accommodate up to 4 guests. Located a 10… More

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1Bd Ocean View Walk To The Beach And Pool - Hale Kamole 210

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

Situated a mere 5 minutes' walk from Kihei Boat Landing, 1Bd Ocean View Walk To The Beach And Pool - Hale Kamole 210 Wailea villa entices guests to explore various tourist attractions in the area. More

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Maui Parkshore - 4 Bedroom 2 Units

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

Maui Parkshore - 4 Bedroom 2 Units Wailea villa is located about a 25-minute walk from Lava Fields and provides a hot tub. More

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Luxury 3Br Wailea Kihei Retreat Walk To Beaches Private Lanai Newly Remodeled

2837 Umalu Place, Wailea (Maui), United States Show map

Staying at Luxury 3Br Wailea Kihei Retreat Walk To Beaches Private Lanai Newly Remodeled Wailea villa, guests can easily reach the expansive Kalama Seaside Park, located about a 10-minute ride away. More

From US$ 439 Book Now

Beachside Retreat Walk To Shops & Dining

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

Located just 350 metres from the sandy Kamaole Beach Park II, the 1-bedroom Beachside Retreat Walk To Shops & Dining Wailea villa offers opportunities for horseback riding and fisheries in the area. More

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Maui Kamaole G-202

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

Up to 4 guests can stay at the 2-bedroom Maui Kamaole G-202 Villa Wailea and enjoy Kihei Boat Landing, located about a 5-minute walk away. Located merely 1.7 km from Kilohana Park, the villa provides… More

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Wailea Ekahi 45D

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

Positioned a 16-minute walk from bustling shopping destinations such as The Shops at Wailea Outdoor Mall, Wailea Ekahi 45D Villa offers guests to use a car park. More

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Kamaole Sands 5-112

2695 South Kihei Rd., Unit #5-112, Wailea (Maui), United States Show map

During the stay at Kamaole Sands 5-112 Wailea villa, guests can indulge in windsurfing, snorkelling, and ping pong or visit Keawakapu Beach, located a 14-minute walk away. Offering horse riding tours… More

From US$ 527 Book Now

Kamaole Sands 9-301 - Luxury Renovation, Split Ac

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

Situated about 10 minutes' walk from Kamaole II Beach, the 2-room Kamaole Sands 9-301 - Luxury Renovation, Split Ac Wailea villa offers guests to indulge in a hot tub. Featuring fitness classes, as… More

From US$ 318 Book Now

Remodeled Condo W Ac Pool Walk To Beach-Maui Kamaole M106

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

Situated nearly 5 minutes' walk from Kihei Coastal Trail, Remodeled Condo W Ac Pool Walk To Beach-Maui Kamaole M106 Wailea villa offers easy access to numerous tourist spots in the area. Offering a… More

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Mana Kai Maui Resort, #405A

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

Located about 5 minutes' walk from Keawakapu Beach, the 1-bedroom Mana Kai Maui Resort, #405A Wailea villa offers a heated pool for guests to relax by. Providing guests with Wi-Fi and a private… More

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Hale Kamaole 150 | Ground-Floor Ocean View, Lanai, King Bed, Split A/C, Sleeps 4

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

Situated merely 13 minutes' walk from Kamaole Beach Park III, the 1-bedroom Hale Kamaole 150 | Ground-Floor Ocean View, Lanai, King Bed, Split A/C, Sleeps 4 Villa Wailea provides access to numerous… More

From US$ 262 Book Now

Remodeled 2Bd Retreat Wac Pool Near Beach-Maui Kamaole E202

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

Located nearly 5 minutes' walk from Kihei Coastal Trail, Remodeled 2Bd Retreat Wac Pool Near Beach-Maui Kamaole E202 Wailea villa gives easy access to various tourist attractions in the area. More

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Grand Champions 55

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

Up to 6 guests can stay at the 3-bedroom Grand Champions 55 Villa Wailea and enjoy Wailea Town Center, located nearly 5 minutes' walk away. Located 2.4 km from Wailea Emerald Course, this villa… More

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Steps To Beach Hot Tub Luxe Maui Retreat

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

Situated only a 5-minute walk from the sandy Kamaole Beach Park II, Steps To Beach Hot Tub Luxe Maui Retreat Wailea villa offers guests to relax by an outdoor swimming pool. The 1-bedroom holiday… More

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Elua 1004

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

Located just 0.9 km from The Shops at Wailea Outdoor Mall, the 3-bedroom Elua 1004 Villa Wailea has an outdoor swimming pool and is ideal for up to 6 guests. Guests can enjoy windsurfing, snorkelling… More

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

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

The 2-bedroom Kamaole Sands 1101 - Kas 1101 Updated Beachy Chic 2Bd Across Bea Wailea villa offers proximity to nearby tourist spots, such as Kilohana Park, situated nearly 20 minutes' walk away. More

From US$ 622 Book Now

Kamaole Sands 8-205

2695 S Kihei Rd  8-205, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 96 m² Kamaole Sands 8-205 Wailea apartment, which is 2.4 km from Foodland Kihei and within 5 minutes' drive of Kamaole Beach Park III. The 1… More

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Wailea Sunset Estate

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

Featuring a swimming pool as well as views of the mountain, Wailea Sunset Estate Villa offers a beachfront location 350 metres from Palauea Beach. Located within reach of the secluded local… More

From US$ 5789 Book Now

Experience Stunning Ocean Views At Wailea Ekolu 403, Spacious, Wi-Fi, Split-Ac!

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

Located only steps away from Wailea Old Blue Clubhouse, the 2-bedroom Experience Stunning Ocean Views At Wailea Ekolu 403, Spacious, Wi-Fi, Split-Ac! villa offers quick access to various city… 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. Featuring a Jacuzzi… More

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Mana Kai Maui Resort 602C

2960 South Kihei Road Unit 602, Wailea (Maui), United States Show map

Located in close proximity to Keawakapu Beach and Surf Shack, the 71 m² Mana Kai Maui Resort 602C Wailea features views of the sea. 12 minutes on foot from Kamaole Beach Park III, the apartment comes… More

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Hale Hui Kai 202 - Keawakapu Beach, Garden Views, 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 - Keawakapu Beach, Garden Views, Steps To The Beach, Split Ac! Wailea villa and enjoy Surf Shack, located a 5-minute walk away. Located 2.7 km from Cove… More

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Hale Hui Kai 106

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

The 2-bedroom Hale Hui Kai 106 Villa Wailea, located just 5 minutes' walk from 5 Palms, can host up to 4 guests. Located in close proximity to Surf Shack, this villa provides high-speed Internet… More

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Kamaole Sands 10-403 - Stunning Renovation - Penthouse Level - Split Ac - Look!

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

Kamaole Sands 10-403 - Stunning Renovation - Penthouse Level - Split Ac - Look! Wailea villa is located about 20 minutes' walk from Keawakapu Beach and provides a Jacuzzi. Located 2.5 km from… More

From US$ 319 Book Now

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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Hale Hui Kai 208

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

Up to 4 guests can stay at the 2-bedroom Hale Hui Kai 208 Villa Wailea and enjoy 5 Palms, located about a 5-minute walk away. Located 3.2 km from Polo Beach Park, the villa provides high-speed… More

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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 pool to relax in. The Wailea holiday home is in… More

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Oceanfront Paradise- A Tropical Palm Retreat

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

Featuring a hot tub, Oceanfront Paradise- A Tropical Palm Retreat Wailea villa is located merely 7 minutes' walk from Palauea Beach and can host up to 2 guests. Located 4.5 km from Little Beach, the… More

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Grand Champions Villa 61

155 Wailea Ike Unit 61, Wailea (Maui), United States Show map

Situated steps away from Olavine Spa & Salon, Grand Champions Villa 61 Wailea is ideal for up to 8 guests. Located 9 minutes' walk from Wailea Old Blue Clubhouse, the 1-bedroom holiday home provides… More

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Kihei Akahi C-411

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

Situated within 5 minutes' walk of Kamaole Beach Park 2, the 1-bedroom Kihei Akahi C-411 Villa Wailea offers easy access to numerous tourist spots in the area. Providing guests with high-speed… 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. Located 2.7 km from Wailea Golf Club, the 3-bedroom holiday home provides high… More

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Hale Hui Kai 309

2994 S. Kihei Rd. #309, Wailea (Maui), United States Show map

Situated 8 minutes' walk from Redline Rafting, Hale Hui Kai 309 Villa Wailea offers guests to relax by an outdoor swimming pool. The 2-bedroom holiday home features opportunities for windsurfing… More

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Remodeled Wailea Condo W Ac Infinity Pool-Palms Of Wailea 2108

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

Staying at Remodeled Wailea Condo W Ac Infinity Pool-Palms Of Wailea 2108 villa, guests can easily reach Mokapu Beach, located about a 10-minute ride away. More

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Remodeled Wailea Getaway W Ac Pool Wailea Ekahi 32B

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

Remodeled Wailea Getaway W Ac Pool Wailea Ekahi 32B Villa offers proximity to nearby tourist spots, such as Olavine Spa & Salon, situated about a 20-minute walk away. More

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Maui Banyan H306

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

Maui Banyan H306 Villa Wailea offers quick access to such city attractions as Kamaole Beach Park 2, located approximately a 5-minute walk away. More

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Wailea Ekahi 4E

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

Offering a location about 25 minutes' walk from the Sandy Wailea Public Beach, the 1-bedroom Wailea Ekahi 4E Villa gives access to various tourist spots in the area. This accommodation hosts up to 2… More

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