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

Mana Kai 314

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

Situated just an 8-minute walk from Redline Rafting, the 2-bedroom Mana Kai 314 Villa Wailea is ideal for up to 4 guests. Located in proximity to Kihei Boat Landing, this 2-bathroom villa provides Wi… More

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Kamaole Sands 1-305

2695 South Kihei Rd., Unit #1-305, Wailea (Maui), United States Show map

Offering an outdoor swimming pool, the 1-bedroom Kamaole Sands 1-305 Wailea villa is located only 8 minutes' walk from Redline Rafting and is ideal for up to 4 guests. The accommodation features… More

From US$ 349 Book Now

Wailea Elua Village 1201

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

Situated just a 9-minute walk from Makena State Park, the 1-bedroom Wailea Elua Village 1201 villa is ideal for up to 2 guests. Located 4.1 km from Makena Landing Park, the holiday home provides high… More

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Wailea Ekolu Village - 4 Bedroom Ocean View, 2 Units

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

Offering a location a 13-minute stroll from The Shops at Wailea Outdoor Mall, Wailea Ekolu Village - 4 Bedroom Ocean View, 2 Units villa gives access to various tourist spots in the area. More

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Updated Beachfront 1Bd W Ocean Views - Kihei Surfside 306

2936 South Kihei Road, Wailea (Maui), United States Show map

The 1-bedroom Updated Beachfront 1Bd W Ocean Views - Kihei Surfside 306 Wailea villa, located just a few steps from 5 Palms, can host up to 4 guests. More

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3Bd Wailea Condo W Pool - Grand Champions179

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

3Bd Wailea Condo W Pool - Grand Champions179 villa offers quick access to such city attractions as Wailea Town Center, located nearly 5 minutes' walk away. More

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485 Kumulani Dr

485 Kumulani Dr., Wailea (Maui), United States Show map

The 3-bedroom 485 Kumulani Dr Villa Wailea is located merely 1.1 km from A Promise Made in Paradise, giving access to various tourist spots nearby. The accommodation hosts up to 6 guests and provides… More

From US$ 1313 Book Now

Summer Sale! Luxurious 3Br Villa Sleeps 8 - Hoolei Residences 93-3

93 Makakehau Street, Apt G3, Wailea (Maui), United States Show map

Summer Sale! Luxurious 3Br Villa Sleeps 8 - Hoolei Residences 93-3 Wailea offers quick access to such city attractions as Martin & MacArthur Gift Shop, located approximately a 5-minute walk away. More

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Wailea Elua #202 — Huge Views — Luxury Remodel

3600 Wailea Alanui Drive #202, Wailea (Maui), United States Show map

Located nearly a 10-minute walk from Makena State Park, the 2-bedroom Wailea Elua #202 — Huge Views — Luxury Remodel Villa offers an outdoor swimming pool for guests to relax by. This property… More

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Remodeled 2Bd Wailea Condo W Lanai, Pools, Ac & Near Beach & Golf - Grand Champions 62

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

Located 5 minutes' walk from Wailea Tennis Club, Remodeled 2Bd Wailea Condo W Lanai, Pools, Ac & Near Beach & Golf - Grand Champions 62 villa offers quick access to various city attractions in the… More

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Maui Kamaole #I-207

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

The 2-bedroom Maui Kamaole #I-207 Villa Wailea is situated within 5 minutes' walk of Kihei Boat Landing, featuring such comforts as Wi-Fi and a car park. Providing windsurfing, snorkelling, and… More

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Makena Surf G-201

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

Situated merely a 9-minute walk from Nahuna, the 2-bedroom Makena Surf G-201 Villa Wailea is ideal for up to 4 guests. Located in the vicinity of Makena Landing Park, this 2-bathroom villa provides… More

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Elua 2011

3600 Wailea Alanui, #2011, Wailea (Maui), United States Show map

Offering a heated pool, the 1-bedroom Elua 2011 Villa Wailea is situated only a 9-minute walk from The Shops at Wailea Outdoor Mall and can accommodate up to 4 guests. This holiday home features… More

From US$ 698 Book Now

Wailea Luxury Retreat Walk To Beach & Shops

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

Located in close proximity to Olavine Spa & Salon, the 1-bedroom Wailea Luxury Retreat Walk To Beach & Shops villa features an outdoor swimming pool and can accommodate up to 4 guests. The holiday… More

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Summer Sale! Renovated Condo W Ac Near Beach Shops - Keawakapou 208

2895 South Kihei Road, Wailea (Maui), United States Show map

Located 3 km from Foodland Kihei, Summer Sale! Renovated Condo W Ac Near Beach Shops - Keawakapou 208 Wailea villa provides access to various tourist attractions in the vicinity. More

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Wailea Ekahi 49A 1Bd Condo In Wailea With Garden Lanai & Beach Access

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

Nestled a 20-minute walk from the Half - mile - long Ulua Sandy Beach Park, Wailea Ekahi 49A 1Bd Condo In Wailea With Garden Lanai & Beach Access villa entices guests to explore various tourist… More

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Oceanview Retreat Walk To Beach & Restaurants

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

The 1-bedroom Oceanview Retreat Walk To Beach & Restaurants Wailea villa, located approximately 5 minutes' walk from Kamaole Beach Park 2, can host up to 4 guests. This Wailea holiday home features… More

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Brand New South Kihei Beach Resort Vistas

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

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

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Spacious Ground Floor Maui Retreat Grand Champion

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

Located within easy reach of Olavine Spa & Salon, the 2-bedroom Spacious Ground Floor Maui Retreat Grand Champion Wailea villa can accommodate up to 8 guests, providing them with a hot tub for a… More

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Palms At Wailea #2105

3200 Wailea Alanui Dr. #2105, Wailea (Maui), United States Show map

The 2-bedroom Palms At Wailea #2105 Villa is located within 25 minutes' walk of Kihei Boat Ramp and allows guests to enjoy windsurfing, snorkelling, and hiking. Offering an outdoor swimming pool… More

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Wailea Ekahi 24B, 1Br Ground-Floor Condo With 2 Baths, Split Ac, Pool, Sleeps 4

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

Offering a location merely a 12-minute walk from Keawakapu Beach, the 1-bedroom Wailea Ekahi 24B, 1Br Ground-Floor Condo With 2 Baths, Split Ac, Pool, Sleeps 4 villa gives access to various tourist… More

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Kamaole Sands 5-207

2695 South Kihei Road, Unit 5-207, Wailea (Maui), United States Show map

The 1-bedroom Kamaole Sands 5-207 Wailea villa is located 16 minutes' walk from Kihei Boat Ramp and provides snorkelling, hiking, and horseback riding for active guests. Offering horse riding tours… More

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Spacious Ground-Floor 2Br With Ac & Garden Views, Walk To Beach- Maui Kamaole F107

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

Spacious Ground-Floor 2Br With Ac & Garden Views, Walk To Beach- Maui Kamaole F107 Wailea villa provides easy access to various city attractions, such as Kihei Boat Landing, situated a 6-minute walk… More

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Luxury 3Bd Villa With Ocean Views Near Wailea Beach & Grand Wailea - Hoolei Residences 15-4

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

Located about a 5-minute walk from Na Pua Gallery, Luxury 3Bd Villa With Ocean Views Near Wailea Beach & Grand Wailea - Hoolei Residences 15-4 provides guests with a hot tub and a sauna. More

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Modern 3-Bedroom Condo Near Kamaole III Beach With Ocean Views

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

Offering a location just 1 km from Kamaole Beach Park III, the 2-bedroom Modern 3-Bedroom Condo Near Kamaole III Beach With Ocean Views Wailea villa gives access to various tourist spots in the area.… More

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Mana Kai 314 - Experience Stunning Coastal Views On Keawakapu Beach, Split Ac

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

The 2-bedroom Mana Kai 314 - Experience Stunning Coastal Views On Keawakapu Beach, Split Ac Wailea villa is situated in the immediate vicinity of 5 Palms, featuring such comforts as Wi-Fi and parking. More

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Grand Champions Golf Villas 150

155 Wailea Ike Place, #150, Wailea (Maui), United States Show map

Situated only 5 minutes on foot from Olavine Spa & Salon, the 2-bedroom Grand Champions Golf Villas 150 Wailea is suitable for 6 guests and provides an outdoor swimming pool to relax in. Located… More

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Summer Sale! Remodeled Tropical 1Br Retreat Across From The Beach - Kamaole Sands 10203

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

Offering a location nearly a 20-minute walk from Kilohana Park, Summer Sale! Remodeled Tropical 1Br Retreat Across From The Beach - Kamaole Sands 10203 Wailea villa gives access to various tourist… More

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Endless Ocean Views 1Bd And 2 Bath

10 Wailea Ekolu Place #1004, Wailea (Maui), United States Show map

The 1-bedroom Endless Ocean Views 1Bd And 2 Bath Villa Wailea is situated in close proximity to Wailea Old Blue Clubhouse and offers guests to relax with a Jacuzzi. Boasting access to a terrace, this… More

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Wailea Ekolu Village #1308

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

Staying at the 2-bedroom Wailea Ekolu Village #1308 villa, guests can visit Wailea Old Blue Clubhouse, which is merely 0.8 km away. Providing opportunities for windsurfing, snorkelling, and hiking… More

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Grand Champions #5

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

Situated an 8-minute walk from Makena State Park, Grand Champions #5 Villa Wailea offers guests to relax by an outdoor swimming pool. The 2-bedroom villa features opportunities for windsurfing… More

From US$ 308 Book Now

Kihei Akahi D402 - Akh D402 2Bd Condo Across Beach Ocean View Ac

2531 South Kihei Road, Unit D402, Wailea (Maui), United States Show map

Situated merely a 7-minute walk from Kamaole Beach Park III, Kihei Akahi D402 - Akh D402 2Bd Condo Across Beach Ocean View Ac Wailea villa is ideal for up to 6 guests. More

From US$ 398 Book Now

Wailea Ekolu 310 - Molokini To West Maui Ocean View, Modern Renovation, Split Ac

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

Wailea Ekolu 310 - Molokini To West Maui Ocean View, Modern Renovation, Split Ac Villa is situated a mere 5 minutes' stroll from Wailea Tennis Club, featuring such comforts as Wi-Fi and parking. More

From US$ 623 Book Now

Kamaole Sands 9-210

2695 S. Kihei Rd, Unit #9-210, Wailea (Maui), United States Show map

The 1-bedroom Kamaole Sands 9-210 Wailea villa is nestled nearly a 5-minute walk from Kamaole Beach Park III and can accommodate up to 4 guests. Located 2.3 km from A Promise Made in Paradise, the… More

From US$ 487 Book Now

Maui Escape Near Beach, Pool & Hot Tub! - Maui Banyan H207

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

Maui Escape Near Beach, Pool & Hot Tub! - Maui Banyan H207 Wailea villa provides easy access to various city attractions, such as Kamaole Beach Park 2, situated a 5-minute walk away. More

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Updated 1Bd Kihei Condo With Ocean Views - Kihei Akahi C303

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

Updated 1Bd Kihei Condo With Ocean Views - Kihei Akahi C303 Wailea villa entices active guests with access to a fitness room and is located around 25 minutes' walk from Kilohana Park. More

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Remodeled Condo Across Beach W Pool Ac - Kamaole Sands 7307

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

Remodeled Condo Across Beach W Pool Ac - Kamaole Sands 7307 Wailea villa is located approximately a 25-minute walk from Lava Fields and provides a hot tub. More

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Stylish 2Bd Maui Condo Steps From Beach W Lanai, Pools, Tennis & Ac - Maui Banyan P104

2575 South Kihei Road, Unit P104, Wailea (Maui), United States Show map

Located within 5 minutes' walk of the sandy Kamaole Beach Park II, Stylish 2Bd Maui Condo Steps From Beach W Lanai, Pools, Tennis & Ac - Maui Banyan P104 Wailea villa entices guests with a hot tub. More

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Mbp103I Beautiful Modern Remodeled Maui Banyan

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

Located only 500 metres from the sandy Kamaole Beach Park II, the 1-bedroom Mbp103I Beautiful Modern Remodeled Maui Banyan Villa Wailea provides a swimming pool as well as windsurfing, snorkelling… More

From US$ 400 Book Now

Kamaole Sands 10-306

2695 S. Kihei Rd., Unit #10-306, Wailea (Maui), United States Show map

Situated approximately 5 minutes' walk from Kamaole Beach Park III, the 1-bedroom Kamaole Sands 10-306 Wailea villa entices guests with snorkelling, hiking, and ping pong in the area. Providing… More

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3Bd Wailea Villa W Luxury Interiors, Ocean Views & Pool - Hoolei Residences 23-3

23 Makakehau St Apt L3, Wailea (Maui), United States Show map

Located about 5 minutes' walk from Na Pua Gallery, 3Bd Wailea Villa W Luxury Interiors, Ocean Views & Pool - Hoolei Residences 23-3 offers quick access to various city attractions in the vicinity. More

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Experience Kamaole Sands 4-409 - Ocean Views, Spacious, Renovated, Wi-Fi, Ac!

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

Featuring a Jacuzzi, Experience Kamaole Sands 4-409 - Ocean Views, Spacious, Renovated, Wi-Fi, Ac! Wailea villa is located about 5 minutes' walk from Kamaole Beach Park III and can host up to 6… More

From US$ 475 Book Now

Maui Hill 70 - Spacious 3Br/3Ba For 8, 2 King Suites, 3 Lanais, Pool, Near Beach

2881 S Kihei Rd, Wailea (Maui), United States Show map

Maui Hill 70 - Spacious 3Br/3Ba For 8, 2 King Suites, 3 Lanais, Pool, Near Beach Wailea villa, located within a 600-metre distance of Keawakapu Beach North, welcomes guests with a swimming pool to… More

From US$ 958 Book Now

Kihei Surfside - 4 Bedroom Oceanfront, 2 Units

2936 South Kihei Road, Wailea (Maui), United States Show map

The 4-bedroom Kihei Surfside - 4 Bedroom Oceanfront, 2 Units Wailea villa is nestled around a 5-minute walk from Keawakapu Beach and can accommodate up to 12 guests. This property features… More

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Kamaole Sands 5-210 - Stunning 1Br/2Ba, King Bed, Center-Cut Bldg 5, Ac, Wi-Fi

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

Boasting a hot tub, Kamaole Sands 5-210 - Stunning 1Br/2Ba, King Bed, Center-Cut Bldg 5, Ac, Wi-Fi Wailea villa is located merely 7 minutes' walk from Kamaole Beach Park III and can accommodate 4… More

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Elegant Wailea Getaway

178 Alaula Pl, Wailea (Maui), United States Show map

Located nearly a 25-minute stroll from the Half-mile-long Ulua Sandy Beach Park, Elegant Wailea Getaway Villa provides access to a swimming pool. Offering Wi-Fi, the Wailea holiday home is located 3. More

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Wailea Elua 702 - Ocean Views, Central Ac, Wi-Fi

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

Wailea Elua 702 - Ocean Views, Central Ac, Wi-Fi villa enjoys a beachfront location, a 12-minute walk from the fringed Ulua Beach Park, and offers guests to unwind in a Jacuzzi. The 2-bedroom holiday… More

From US$ 834 Book Now

Hale Kamaole 223

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

Located nearly 5 minutes' walk from Kihei Boat Landing, Hale Kamaole 223 Villa Wailea offers quick access to various city attractions in the vicinity. More

From US$ 384 Book Now

Cozy Condo Near Beach W Ocean View Pool - Kihei Akahi C616

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

Cozy Condo Near Beach W Ocean View Pool - Kihei Akahi C616 Wailea villa is located only 0.6 km from Rainbow Mall Kihei, giving access to various tourist spots nearby. More

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Kihei Akahi D604

2531 S. Kihei Rd., D604, Wailea (Maui), United States Show map

Kihei Akahi D604 Villa Wailea enjoys a convenient location, a 16-minute walk from Redline Rafting, and offers guests to unwind in a Jacuzzi. Guests can enjoy snorkelling and fisheries at the 1… More

From US$ 320 Book Now