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

Maui Hill 116, Renovated, Ocean Views, Split Ac

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

Located approximately a 10-minute drive from the expansive Kalama Seaside Park, the 2-room Maui Hill 116, Renovated, Ocean Views, Split Ac Villa Wailea provides access to various tourist attractions… More

From US$ 763 Book Now

Ground Floor Condo Near Beach W Ac - Hale Kamaole 171

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

Ground Floor Condo Near Beach W Ac - Hale Kamaole 171 Wailea villa offers easy access to such tourist spots as Kihei Boat Landing, located approximately a 5-minute walk away. More

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Haleakala Shores A-301

2619 South Kihei Road, Wailea (Maui), United States Show map

Up to 4 guests can stay at the 2-bedroom Haleakala Shores A-301 Wailea villa and enjoy Kamaole Beach Park 2, located about a 5-minute walk away. Located just 0.6 km from Kihei Boat Landing, this… More

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Kamaole Sands 3-308, Premier Location, Renovated, Large Lanai, Wi-Fi, Split Ac!

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

Situated approximately a 15-minute walk from Kamaole I Beach, Kamaole Sands 3-308, Premier Location, Renovated, Large Lanai, Wi-Fi, Split Ac! Wailea villa offers guests to indulge in a hot tub. More

From US$ 284 Book Now

Mana Kai 811 - Oceanfront, Top Floor, Stunning Renovation, 2Br, Kings, Split Ac

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

Overlooking the ocean, Mana Kai 811 - Oceanfront, Top Floor, Stunning Renovation, 2Br, Kings, Split Ac Wailea villa enjoys a beachfront setting just moments from 5 Palms. Located a 10-minute drive… More

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Summer Sale! Remodeled 2Br Beach Retreat Across From The Beach - Kamaole Sands 4413

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

Situated only 9 minutes' stroll from Kamaole Beach Park III, Summer Sale! Remodeled 2Br Beach Retreat Across From The Beach - Kamaole Sands 4413 Wailea villa provides guests with a hot tub for… More

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Makena Surf G-201 - End Unit, Panoramic Views, Ac!

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

Welcoming guests with a Jacuzzi, the 2-bedroom Makena Surf G-201 - End Unit, Panoramic Views, Ac! Villa Wailea is located merely 9 minutes' walk from Nahuna and can host up to 6 guests. Located 2.7… More

From US$ 1235 Book Now

New! Palms 702 - Romantic Retreat - Split Ac In Bedroom - Open-Air Living Area

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

The 1-bedroom New! Palms 702 - Romantic Retreat - Split Ac In Bedroom - Open-Air Living Area Wailea villa is located around 25 minutes' walk from Kihei Boat Ramp and provides a Jacuzzi. With a… More

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Haleakala Shores A-301, Panoramic Views, Split Ac

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

Featuring a separate balcony with views over the sea, Haleakala Shores A-301, Panoramic Views, Split Ac Wailea villa is located only a 5-minute walk from Kihei Boat Ramp. Providing guests with Wi-Fi… More

From US$ 362 Book Now

Kihei Akahi - 4 Bedroom Oceanfront, 2 Units

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

Kihei Akahi - 4 Bedroom Oceanfront, 2 Units Wailea villa entices active guests with access to a fitness area and is located nearly 20 minutes on foot from Keawakapu Beach. Staying at the Wailea… More

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Upscale And Elegant Vistas

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

Upscale And Elegant Vistas Villa Wailea offers easy access to such tourist spots as Wailea Old Blue Clubhouse, located just a 5-minute walk away. More

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Experience Wailea Ekahi 4E, Greenbelt Location, New Split-Ac, Serene & Stylish!

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

Situated nearly a 25-minute walk from Mokapu Beach, the 1-bedroom Experience Wailea Ekahi 4E, Greenbelt Location, New Split-Ac, Serene & Stylish! villa provides access to numerous tourist attractions… More

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Makena Paradise Beach Villa

5440 Makena Alanui Rd, Makena Golf & Beach Club Cottage 8, Wailea (Maui), United States Show map

Located about a 5-minute stroll from Maluaka Beach, the 4-bedroom Makena Paradise Beach Villa Wailea can accommodate up to 8 guests, providing them with a Jacuzzi for a relaxing stay. The Wailea… More

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Chic And Central Ocean Dream Vistas

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

Located only 400 metres from Kamaole Beach Park III, the 1-bedroom Chic And Central Ocean Dream Vistas Wailea villa offers a swimming pool, a Jacuzzi for a truly relaxing stay. Hosting up to 4 guests… More

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Elua 502

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

Offering an outdoor swimming pool, the 3-bedroom Elua 502 Villa Wailea is located around 5 minutes' walk from Makena State Park and is ideal for up to 6 guests. This property features opportunities… More

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Upgraded, Steps To Ocean View Pool, Walk To Beach

3200 Wailea Alanui Drive Unit 1209, Wailea (Maui), United States Show map

Situated nearly a 10-minute ride from Polo Beach Park, the 1-bedroom Upgraded, Steps To Ocean View Pool, Walk To Beach Wailea villa includes a swimming pool, as well as a hot tub to relax in. More

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Kamaole Sands 5310

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

Offering a location 3.4 km from the Sandy Wailea Public Beach, Kamaole Sands 5310 Wailea villa gives access to various tourist spots in the area. More

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Steps To Beach Chic 2Br At Maui Banyan Resort

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

Boasting a Jacuzzi, the 2-bedroom Steps To Beach Chic 2Br At Maui Banyan Resort Wailea villa is located only 5 minutes' walk from the sandy Kamaole Beach Park II and can accommodate 8 guests. The… More

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Kamaole Sands 7-205

2695 South Kihei Road, Unit #7-205, Wailea (Maui), United States Show map

Situated just 8 minutes' walk from Redline Rafting, the 1-bedroom Kamaole Sands 7-205 Wailea villa is ideal for up to 4 guests. The property features opportunities for snorkelling, hiking, and ping… More

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Kamaole Sands 10-311

2695 South Kihei Rd., Unit 10-311, Wailea (Maui), United States Show map

Located about a 5-minute stroll from Kamaole Beach Park III, the 1-bedroom Kamaole Sands 10-311 Wailea villa provides an outdoor swimming pool as well as snorkelling, horseback riding, and ping-pong… More

From US$ 532 Book Now

Retreat W Ac Pool Near Beach Golf-Wailea Ekahi 37C

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

Located 14 minutes' stroll from Makena State Park, Retreat W Ac Pool Near Beach Golf-Wailea Ekahi 37C villa gives access to various tourist sites in the vicinity. More

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Remodeled 2Bd Condo Across Beach Pool Ac - Maui Banyan P301

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

Remodeled 2Bd Condo Across Beach Pool Ac - Maui Banyan P301 Wailea villa is situated around a 5-minute walk from the sandy Kamaole Beach Park II and provides a hot tub for a relaxing stay. More

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Ho'Olei 93-2

93 Makakehau Street, Unit 93-2, Wailea (Maui), United States Show map

The 3-bedroom Ho'Olei 93-2 Villa Wailea is situated only a 5-minute stroll from Grand Wailea-Ki'i Gallery, featuring such comforts as Wi-Fi and a car park. Providing windsurfing, snorkelling, and… More

From US$ 1849 Book Now

Kihei Akahi D-G04

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

Staying at the 1-bedroom Kihei Akahi D-G04 Villa Wailea, guests can visit Moana Estates Park, which is only 1.2 km away. The Wailea holiday home is suitable for up to 2 guests and features a car park. More

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Charming Elegant Oceanview 1Bd 2Ba In Front Building

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

Situated just 11 minutes' stroll from Kamaole Beach Park III, the 1-bedroom Charming Elegant Oceanview 1Bd 2Ba In Front Building Villa Wailea includes a swimming pool, as well as a Jacuzzi to relax… More

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Kamaole Sands 2-406 - Luxurious Renovation - Penthouse Ocean Views - Split Ac

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

Situated nearly 25 minutes' walk from Kalama Park Pavilion, Kamaole Sands 2-406 - Luxurious Renovation - Penthouse Ocean Views - Split Ac Wailea villa provides fitness classes, as well as a fitness… More

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Kamaole Sands 7-405 - Renovated, Large Lanai, Ac!

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

The 2-bedroom Kamaole Sands 7-405 - Renovated, Large Lanai, Ac! Wailea villa is situated merely 1.4 km from Kihei Boat Landing and provides a hot tub, ensuring a relaxing stay. More

From US$ 630 Book Now

The Palms At Wailea 1805 - Luxury 2Br Condo, Large Lanai, Full Ac, Kitchen, Wifi

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

The Palms At Wailea 1805 - Luxury 2Br Condo, Large Lanai, Full Ac, Kitchen, Wifi villa accommodates up to 4 guests and offers a prime location a mere 1.9 km from shopping venues such as The Shops at… More

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Kamaole Sands 10-212

Wailea (Maui), United States Show map

Kamaole Sands 10-212 Wailea villa offers proximity to nearby tourist spots, such as the Half-mile-long Ulua Sandy Beach Park, situated approximately 25 minutes' walk away. More

From US$ 162 Book Now

Hale Hui Kai 106 - Beautiful Ground Floor Unit, On Keawakapu Beach, Split Ac!

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

The 2-bedroom Hale Hui Kai 106 - Beautiful Ground Floor Unit, On Keawakapu Beach, Split Ac! Wailea villa, located only 5 minutes' walk from 5 Palms, can host up to 6 guests. Located steps away from… More

From US$ 662 Book Now

Maui Banyan H506

2575 S Kihei Rd, H506, Wailea (Maui), United States Show map

Offering a heated pool, the 1-bedroom Maui Banyan H506 Villa Wailea is situated a mere 6 minutes' walk from Kamaole Beach Park III and can accommodate up to 4 guests. Located in proximity to Cove… More

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Maui Kamaole G-202, Ocean View, Split Ac!

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

The 2-room Maui Kamaole G-202, Ocean View, Split Ac! Villa Wailea, located nearly 5 minutes' walk from Redline Rafting, invites guests to relax in a Jacuzzi. Featuring sea views, this Wailea villa… More

From US$ 439 Book Now

Wailea Ekahi 34A Spacious Wailea 1Br W Ac Pool Near Beach

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

Nestled 10 minutes' drive from Kihei Boat Landing, Wailea Ekahi 34A Spacious Wailea 1Br W Ac Pool Near Beach villa entices guests to explore various tourist destinations nearby. More

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Maui Kamaole Condo #K205- Steps To Beach, Pools, Hot Tubs, Tennis, Bbq, Essentials

2777 S Kihei Rd K205, Wailea (Maui), United States Show map

The 98 m² Maui Kamaole K205 Apartment Wailea is 18 minutes' walk from Redline Rafting and provides spa facilities such as a Jacuzzi. This 2-bedroom apartment can host up to 6 guests. More

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Wailea Grand Champions 149

155 Wailea Ike Place Unit 149, Wailea (Maui), United States Show map

The spacious 94 m² Wailea Grand Champions 149 Apartment is located just 0.9 km from Enchantress Gallery By Bootzie and offers spa facilities such as a Jacuzzi. The 1-bedroom apartment is within 25… More

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Kihei Beachside Resort Vistas

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

Offering a Jacuzzi, Kihei Beachside Resort Vistas Wailea villa is situated 6 minutes' walk from Mokapu Beach and can accommodate 6 people. More

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Kamaole Sands 2-101

2695 South Kihei Road, Unit #2-101, Wailea (Maui), United States Show map

Located merely 0.6 km from Kamaole Beach Park 2, the 2-bedroom Kamaole Sands 2-101 Wailea villa has an outdoor swimming pool and is ideal for up to 6 guests. Guests can enjoy windsurfing, snorkelling… More

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