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2026-07-27
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Holiday Homes in Wailea (Maui)

Kamaole Sands 9-307

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

The 2-bedroom Kamaole Sands 9-307 Wailea villa is located nearly 25 minutes' walk from the Half-mile-long Ulua Sandy Beach Park and provides windsurfing, snorkelling, and horseback riding for active… More

From US$ 412 Book Now

Kamaole Sands 1-307 - Stunning Renovation, New Ac!

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

Nestled 5 minutes' drive from the Foodland Kihei, Kamaole Sands 1-307 - Stunning Renovation, New Ac! Wailea villa entices guests to explore various tourist destinations nearby. Offering a car park as… More

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Maui Aloha Vacation Rental

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

Located about a 10-minute drive from the Lava Fields, Maui Aloha Vacation Rental Wailea villa provides access to various tourist attractions in the vicinity. More

From US$ 439 Book Now

Maui Kamaole G-202

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

Maui Kamaole G-202 Villa Wailea offers proximity to such city sites as the Kihei Boat Landing, located about a 5-minute walk away. More

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Wailea Ekahi 45D

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

Nestled a 10-minute drive from the Lava Fields, Wailea Ekahi 45D Villa entices guests to explore various tourist destinations nearby. More

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Kamaole Sands 5-112

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

Kamaole Sands 5-112 Wailea villa is located a 5-minute walk from the Kamaole Beach Park III and offers guests to enjoy windsurfing, snorkelling, and ping-pong. 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 nearly a 10-minute walk from Kamaole III Beach, Kamaole Sands 9-301 - Luxury Renovation, Split Ac Wailea villa offers guests to indulge in a hot tub. Providing guests with Wi-Fi and parking,… More

From US$ 318 Book Now

Mana Kai Maui Resort, #405A

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

The 56 m² Mana Kai Maui Resort, #405A Wailea features a prime location around 25 minutes' walk from A Promise Made in Paradise and hosts up to 4 guests. Offering access to a heated pool, this 1… More

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Hale Kamaole 150, Beautiful Renovation, Split Ac

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

Situated nearly a 25-minute walk from the Keawakapu Beach, the 1-bedroom Hale Kamaole 150, Beautiful Renovation, Split Ac Villa Wailea provides access to numerous tourist attractions in the area. More

From US$ 262 Book Now

Grand Champions 55

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

Staying at Grand Champions 55 Villa Wailea, guests can easily reach Makena State Park, located about a 10-minute walk away. More

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Elua 1004

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

Featuring horseback riding to make your visit more entertaining, the 3-bedroom Elua 1004 Villa Wailea is just 0.9 km from The Shops at Wailea Outdoor Mall. Guests can enjoy horseback riding at this… More

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Wailea Sunset Estate

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

Offering a hot tub for a relaxing experience, Wailea Sunset Estate Villa is located a 25-minute walk from the Makena Landing Park. More

From US$ 5789 Book Now

Wailea Ekolu 403, Prime Location, Stunning Ocean Views, Spacious Lanai, Split Ac

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

Located only steps away from Wailea Old Blue Clubhouse, the 2-bedroom Wailea Ekolu 403, Prime Location, Stunning Ocean Views, Spacious Lanai, Split Ac villa gives easy access to various tourist… More

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Panepoo Island Oasis

2826 Panepoo Street, Wailea (Maui), United States Show map

Along with access to such natural sites as the neighborhood Charley Young Beach, nearly 25 minutes' walk away, the 2-bedroom Panepoo Island Oasis Villa Wailea offers a swimming pool. Located… More

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Hale Hui Kai 202, Steps To The Beach, Split Ac

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

Positioned a 10-minute drive from bustling shopping destinations such as The Shops at Wailea Outdoor Mall, Hale Hui Kai 202, Steps To The Beach, Split Ac Wailea villa offers guests to use a car park. More

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Hale Hui Kai 106

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

Located a mere 5 minutes' walk from Surf Shack, Hale Hui Kai 106 Villa Wailea provides access to various tourist attractions in the vicinity. More

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Kamaole Sands 10-403, Split Ac, Ocean Views, 2/2

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

During the stay at Kamaole Sands 10-403, Split Ac, Ocean Views, 2/2 Wailea villa, guests can indulge in a Jacuzzi or visit the Keawakapu Beach, located nearly 20 minutes' walk away. Offering a car… 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

Situated approximately a 5-minute stroll from Kamaole Beach Park 2, Kihei Akahi D-515: Newly Renovated Ocean View, No Carpet, 3 Zone Split Ac, Wi-Fi Villa Wailea offers quick access to numerous city… More

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Hale Hui Kai 208

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

Hale Hui Kai 208 Villa Wailea offers quick access to such city attractions as 5 Palms, located about a 5-minute walk away. More

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Oceanfront Paradise- A Tropical Palm Retreat

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

Oceanfront Paradise- A Tropical Palm Retreat Wailea villa offers proximity to such city sites as Fairmont Kea Lani, located about a 5-minute walk away. Providing guests with Wi-Fi and complimentary… More

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Kihei Akahi C-411

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

Located nearly 5 minutes' walk from Kamaole Beach Park 2, Kihei Akahi C-411 Villa Wailea offers quick access to various city attractions in the vicinity. More

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Wailea Elua Village 803

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

Nestled a 10-minute drive from the Kihei Boat Ramp, Wailea Elua Village 803 villa entices guests to explore various tourist destinations nearby. More

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Hoolei Residences 15-4

15 Kiloa Street, Unit N4, Wailea (Maui), United States Show map

Hoolei Residences 15-4 Wailea villa, located merely 1.5 km from the Olavine Spa & Salon, invites guests to relax in a sauna. More

From US$ 1461 Book Now

Wailea Ekahi 4E

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

Situated just 1.3 km from The Shops at Wailea Outdoor Mall, Wailea Ekahi 4E Villa entices guests to explore various tourist attractions in the area. More

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Wailea Beach Villas Ph 206

3800 Wailea Alanui Drive, Penthouse 206, Wailea (Maui), United States Show map

Staying at the 2-bedroom Wailea Beach Villas Ph 206, guests can visit Polo Beach Park, which is nearly 25 minutes' walk away. More

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Wailea Ekahi 12D

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

The beachfront Wailea Ekahi 12D Villa is located around a 20-minute walk from the Keawakapu Beach and invites guests to enjoy a patio. Providing a swimming pool, this property also offers cycling and… More

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Haleakala Shores A-411 - Modern 2Br/2Ba, 2 King Beds, Sleeps 4, Split Ac, Wi-Fi

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

Situated just 5 minutes on foot from Kamaole Beach Park 2, Haleakala Shores A-411 - Modern 2Br/2Ba, 2 King Beds, Sleeps 4, Split Ac, Wi-Fi Wailea villa offers easy access to numerous tourist spots in… More

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Kamaole Sands 10-113 - Ocean View, Ground Level, Stunning Renovation, Split-Ac!

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

Offering a hot tub for a relaxing experience, Kamaole Sands 10-113 - Ocean View, Ground Level, Stunning Renovation, Split-Ac! Wailea villa is located 25 minutes' walk from the Keawakapu Beach. More

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Kamaole Sands 10-307, Ocean View, Large Lanai, Twin Murphy Beds, Split-Ac, Wi-Fi

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

During the stay at the 2-bedroom Kamaole Sands 10-307, Ocean View, Large Lanai, Twin Murphy Beds, Split-Ac, Wi-Fi Wailea villa, guests can indulge in a hot tub or visit the Lava Fields, located… More

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Refined Resort Wailea Oceanview Vistas

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

The 2-bedroom Refined Resort Wailea Oceanview Vistas villa offers proximity to such city sites as Wailea Old Blue Clubhouse, located about a 5-minute walk away. More

From US$ 685 Book Now

Snorkel At Kam Beach Steps From Chic Resort Condo!

2695 South Kihei Road Unit 5-102, Wailea (Maui), United States Show map

The 76 m² Snorkel At Kam Beach Steps From Chic Resort Condo! Wailea is located in Wailea, about 3 km from Makena State Park, and boasts a hot tub. Featuring a terrace with views of the garden, this 2… More

From US$ 534 Book Now

Wailea Ekahi 37C - Wek 37C Wailea Retreat W Ac Pool Near Beach G

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

Nestled 5 minutes' drive from Wailea Golf Club, Wailea Ekahi 37C - Wek 37C Wailea Retreat W Ac Pool Near Beach G villa entices guests to explore various tourist destinations nearby. More

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Maui Hill 116

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

Maui Hill 116 Villa Wailea offers proximity to nearby tourist spots, such as Kilohana Park, situated 16 minutes' walk away. More

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Kamaole Sands 3-302

2695 S. Kihei Rd., Unit #3-302, Wailea (Maui), United States Show map

Located nearly a 5-minute walk from the Kamaole Beach Park III, the 2-bedroom Kamaole Sands 3-302 Wailea villa offers a swimming pool for guests to relax by. The property features opportunities for… More

From US$ 215 Book Now

Wailea Ekolu 1605

10 Wailea Ekolu Place, Unit 1605, Wailea (Maui), United States Show map

Wailea Ekolu 1605 Villa is located only 1.2 km from The Shops at Wailea Outdoor Mall and welcomes its guests to enjoy golf. More

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Makena Surf - Coraltree Residence Collection

4850 Makena Alanui,, Wailea (Maui), United States Show map

Makena Surf - Coraltree Residence Collection Wailea villa is situated a 5-minute walk from the Makena Snorkeling Beach, featuring such comforts as Wi-Fi and parking. More

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Charming Kihei Oasis Vistas

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

Located within 4 km of Elleair Maui Golf Club, Charming Kihei Oasis Vistas Villa Wailea provides access to various tourist attractions in the vicinity. More

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Wailea Ekahi 49A

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

Featuring horse riding tours to make your visit more entertaining, Wailea Ekahi 49A Villa is around a 15-minute walk from Makena State Park. Providing a swimming pool, this property also offers… More

From US$ 334 Book Now

Mana Kai 410

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

Mana Kai 410 Villa Wailea offers swift access to various city sites, such as 5 Palms, situated approximately 5 minutes' walk away. More

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Wailea Ekolu 504 - Remodeled 2Bd W Panoramic Ocean Views Ac

10 Wailea Ekolu Place, Unit 504, Wailea (Maui), United States Show map

The 2-bedroom Wailea Ekolu 504 - Remodeled 2Bd W Panoramic Ocean Views Ac Villa is located a mere 0.9 km from Wailea Old Blue Clubhouse, giving access to various tourist spots nearby. More

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Kamaole Sands 2-107

2695 South Kihei Rd., Unit #2-107, Wailea (Maui), United States Show map

Located 250 m from the Kamaole Beach Park III, the 2-bedroom Kamaole Sands 2-107 Wailea villa offers windsurfing, snorkelling, and ping pong to diversify guests' leisure. More

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Kamaole Sands 5-303, Contemporary Reno, Ocean View

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

Kamaole Sands 5-303, Contemporary Reno, Ocean View Wailea villa is nestled just 1 km from the Kamaole Beach Park III and provides a Jacuzzi. More

From US$ 214 Book Now

Kihei Akahi D-G04, Renovated, Split Ac, No Carpet

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

Situated about a 5-minute walk from Kamaole II Beach, Kihei Akahi D-G04, Renovated, Split Ac, No Carpet Villa Wailea offers guests to indulge in a Jacuzzi. Providing guests with Wi-Fi and a car park,… More

From US$ 204 Book Now

Polo Beach 108, 2-Bedrooom Ocean Front In Wailea Maui

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

Polo Beach 108, 2-Bedrooom Ocean Front In Wailea villa is located 25 minutes' walk from Five Graves and invites guests to enjoy a patio. More

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Escape To Paradise At Kamaole Sands 4-411 - Your Modern South Maui Dream Awaits!

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

Located just 500 metres from the Kamaole Beach Park III, the 2-bedroom Escape To Paradise At Kamaole Sands 4-411 - Your Modern South Maui Dream Awaits! Wailea villa invites guests to enjoy a hot tub. More

From US$ 474 Book Now

Maui Kamaole A-206 - Prime Location, Stunning Renovation, Large Lanai, Split Ac!

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

Featuring ecotours to make your visit more entertaining, Maui Kamaole A-206 - Prime Location, Stunning Renovation, Large Lanai, Split Ac! Villa Wailea is 3.8 km from Wailea Emerald Course. This 2… More

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Hale Hui Kai 313

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

Staying at Hale Hui Kai 313 Villa Wailea, guests can visit the Mokapu Beach, which is 3.2 km away. 5 Palms is 300 metres from this holiday home, and the Kamaole Beach Park III is a 13-minute walk… More

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Maui Banyan P405

2575 South Kihei Rd., Unit P405, Wailea (Maui), United States Show map

Located within 5 minutes' walk of the sandy Kamaole Beach Park II, the 2-bedroom Maui Banyan P405 Villa Wailea offers opportunities for windsurfing, snorkelling, and hiking in the area. More

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Maui Parkshore 410 - Stunning Ocean Views

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

Situated merely 5 minutes' stroll from Kamaole Beach Park 2, Maui Parkshore 410 - Stunning Ocean Views Wailea villa offers quick access to numerous city landmarks nearby. Providing guests with Wi-Fi… More

From US$ 374 Book Now

Palms At Wailea #2305

3200 Wailea Alanui Dr., Unit #2305, Wailea (Maui), United States Show map

During the stay at Palms At Wailea #2305 Villa, guests can indulge in horse riding or visit the Redline Rafting, located 25 minutes' walk away. More

From US$ 451 Book Now