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Holiday Homes in Wailea (Maui)

Luxe Maui Beach Retreat Walk To Kamaole Beach

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

Luxe Maui Beach Retreat Walk To Kamaole Beach Wailea villa, located about a 5-minute walk from Kamaole Beach Park 2, entices guests with an outdoor swimming pool as well as a Jacuzzi to relax in. More

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Ocean View 4Br, 2 Condos For 12 In Kihei!

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

Ocean View 4Br, 2 Condos For 12 In Kihei! Wailea villa entices guests to enjoy cycling and fishing and offers proximity to Kihei Boat Ramp, located a mere 8 minutes' stroll away. Featuring a Jacuzzi,… More

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Kamaole Sands #8-405

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

Kamaole Sands #8-405 Wailea villa is located nearly a 20-minute walk from Keawakapu Beach and provides windsurfing, snorkelling, and hiking for active guests. More

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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 the 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

Located approximately a 5-minute walk from the sandy Kamaole Beach Park II, Oceanview Retreat 2 Side-By-Side Condos Wailea villa offers horse riding and fishing to diversify guests' leisure. More

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Kamaole Sands 7-109 - Romantic, Renovated, Ac

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

Situated only 0.7 km from the Kamaole Beach Park III, the 1-bedroom Kamaole Sands 7-109 - Romantic, Renovated, Ac Wailea villa can host up to 2 guests and offers a Jacuzzi, ensuring a relaxing stay. More

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Luxury Maui Condo Ocean Views Resort Perks

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

Situated within 25 minutes' walk of Mokapu Beach, Luxury Maui Condo Ocean Views Resort Perks Wailea villa entices guests with a Jacuzzi, ensuring a more relaxing stay. 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. More

From US$ 362 Book Now

House Modern In Hawaii

4650 Makena Road, Wailea (Maui), United States Show map

House Modern In Hawaii Villa Wailea offers easy access to such tourist spots as Kanahena Cove, located only a 6-minute walk away. Located in a beach area, this Wailea holiday home invites guests to… More

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Wp1902 Luxury Oceanview Wailea Point 3-Bed Suite

Wailea Alanui Drive 4000, Wailea (Maui), United States Show map

Boasting a Jacuzzi, the 3-bedroom Wp1902 Luxury Oceanview Wailea Point 3-Bed Suite villa is located just a 9-minute walk from the Sandy Wailea Public Beach and can accommodate 8 guests. This holiday… More

From US$ 1925 Book Now

4Br For 12, 2 Condos - Hale Kamaole, Kihei!

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

Situated within 5 minutes' walk of Kihei Boat Landing, 4Br For 12, 2 Condos - Hale Kamaole, Kihei! Wailea villa offers opportunities for cycling and fishing in the area. Offering Wi-Fi, this Wailea… 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 Mokapu Beach, situated 3.8 km away. The 3-bedroom holiday home hosts up to 6… 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 approximately 15 minutes on foot from shopping venues… 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 fairly close to the Keawakapu Beach and can accommodate up to 4 guests. More

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Stunning 4Br For 12 In Wailea Hawaii

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

Offering a hot tub for a relaxing experience, Stunning 4Br For 12 In Wailea Hawaii Villa is located approximately a 20-minute walk from Makena State Park. This property features opportunities for… More

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Hale Kamaole 4-334

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

Along with proximity to the Kamaole Beach Park III, just a 5-minute walk away, the 2-bedroom Hale Kamaole 4-334 Villa Wailea offers opportunities for windsurfing, snorkelling, and hiking in the area. More

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Maui Parkshore 410

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

Maui Parkshore 410 Wailea villa accommodates up to 4 guests and offers proximity to the Kamaole Beach Park III, located only 5 minutes' walk away. 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

Wailea Ekolu 407 - Renovated, Split Ac, Ocean View Villa is nestled 550 metres from Makena State Park and can accommodate up to 2 guests. More

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Maui Parkshore 307

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

Up to 4 guests can stay at Maui Parkshore 307 Wailea villa and enjoy Kihei Coastal Trail, located merely 5 minutes' walk away. More

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Wailea Ekolu Village #314

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

Overlooking the sea, Wailea Ekolu Village #314 villa enjoys a convenient setting 5 minutes' walk from Wailea Tennis Club. This holiday home features opportunities for windsurfing, snorkelling, and… More

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Maui Hill 70

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

Situated just 650 m from the Keawakapu Beach, Maui Hill 70 Villa Wailea is ideal for up to 6 guests. More

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Wailea Ekahi Village 51A

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

During the stay at Wailea Ekahi Village 51A villa, guests can indulge in windsurfing, snorkelling, and horse riding or visit Kamaole Beach Park III, located 2.8 km away. 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

To enjoy your vacation in Wailea, stay at the 1-room Mana Kai Maui Resort, #812A Wailea, which is merely 0.8 km from Blue Water Rafting and around 10 minutes' drive from Cove Park. Located in the… More

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Beachfront Studio Walk To Kamaole Beach Pools

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

Located nearly a 5-minute walk from the sandy Kamaole Beach Park II, Beachfront Studio Walk To Kamaole Beach Pools Wailea villa offers an outdoor swimming pool for guests to relax by. Featuring a hot… More

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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 the Redline Rafting. More

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Maui Hill 116, Renovated, Ocean Views, Split Ac

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

Staying at Maui Hill 116, Renovated, Ocean Views, Split Ac Villa Wailea, guests can easily reach the expansive Kalama Seaside Park, located approximately a 10-minute drive away. More

From US$ 763 Book Now

Haleakala Shores A-301

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

Haleakala Shores A-301 Wailea villa, located around a 5-minute walk from Kamaole Beach Park 2, can host up to 4 guests. More

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Kamaole Sands 3-308, Renovated, Large Lanai, Ac

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

Kamaole Sands 3-308, Renovated, Large Lanai, Ac Wailea villa is situated just a 9-minute walk from the Redline Rafting and offers a fitness room for guests to stay fit. Featuring a Jacuzzi, this… 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 within easy reach of 5 Palms. More

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

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

Featuring a Jacuzzi, the 2-bedroom Makena Surf G-201 - End Unit, Panoramic Views, Ac! Villa Wailea is located a mere 9 minutes' walk from the Nahuna and can host up to 6 guests. Offering sea views as… 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 about 25 minutes' walk from the Kihei Boat Ramp and provides a Jacuzzi. More

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Haleakala Shores A-301, Panoramic Views, Split Ac

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

Haleakala Shores A-301, Panoramic Views, Split Ac Wailea villa is located 2.9 km from Wailea Tennis Club and comes with a separate balcony overlooking the sea. More

From US$ 362 Book Now

Upscale And Elegant Vistas

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

Located just near Wailea Old Blue Clubhouse, Upscale And Elegant Vistas Villa Wailea gives easy access to various tourist attractions in the area. 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

Offering a location approximately a 25-minute walk from the Mokapu Beach, the 1-bedroom Experience Wailea Ekahi 4E, Greenbelt Location, New Split-Ac, Serene & Stylish! villa gives access to various… 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, Makena Paradise Beach Villa Wailea offers guests to relax in a Jacuzzi, or enjoy windsurfing, snorkelling, and diving. The accommodation is located… More

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Chic And Central Ocean Dream Vistas

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

Located just 400 metres from the Kamaole Beach Park III, Chic And Central Ocean Dream Vistas Wailea villa is suitable for 4 guests and offers a Jacuzzi to relax in. Offering high-speed Internet… 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 about 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 private pool, as well as a hot tub to relax in. More

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Steps To Beach Chic 2Br At Maui Banyan Resort

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

Steps To Beach Chic 2Br At Maui Banyan Resort Wailea villa is situated only 5 minutes' walk from the sandy Kamaole Beach Park II and provides a Jacuzzi for a relaxing stay. This property features… More

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Kamaole Sands 7-205

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

Situated a mere 8 minutes' walk from the Redline Rafting, the 1-bedroom Kamaole Sands 7-205 Wailea villa entices guests with snorkelling, hiking, and ping pong in the area. Providing guests with Wi… More

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Kamaole Sands 10-311

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

The 1-bedroom Kamaole Sands 10-311 Wailea villa entices guests to enjoy snorkelling, horseback riding, and table tennis and offers proximity to the Kamaole Beach Park III, located a mere 5 minutes'… More

From US$ 532 Book Now

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 just a 5-minute stroll from Grand Wailea-Ki'i Gallery, featuring such comforts as Wi-Fi and private parking. Offering windsurfing, snorkelling, and… More

From US$ 1849 Book Now

Kihei Akahi D-G04

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

Located just a 5-minute stroll from Kamaole Beach Park 2, Kihei Akahi D-G04 Villa Wailea gives easy access to various tourist attractions in the area. More

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Charming Elegant Oceanview 1Bd 2Ba In Front Building

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

The 1-bedroom Charming Elegant Oceanview 1Bd 2Ba In Front Building Villa Wailea is located just 11 minutes' stroll from the Kamaole Beach Park III and provides guests with a Jacuzzi for a more… More

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Kamaole Sands 2-406, Ocean Views, Split Ac, 2 Bdrm

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

Along with proximity to the Kamaole Beach Park III, located just a 5-minute walk away, Kamaole Sands 2-406, Ocean Views, Split Ac, 2 Bdrm Wailea villa provides access to a fitness centre. Featuring a… 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 nestled merely 1.3 km from Blue Water Rafting and provides a hot tub. Featuring sea views, this Wailea holiday home… 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

Hosting up to 4 guests, The Palms At Wailea 1805 - Luxury 2Br Condo, Large Lanai, Full Ac, Kitchen, Wifi villa offers a prime location 2.5 km from sports attractions such as Wailea Emerald Course. 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 Mokapu Beach, 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 - Newly Renovated, Split Ac Villa Wailea provides easy access to various city attractions, such as 5 Palms, situated approximately 5 minutes' walk away. Offering a… More

From US$ 662 Book Now

Maui Banyan H506

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

Located just 1.5 km from Cove Park, Maui Banyan H506 Villa Wailea provides access to various tourist attractions in the vicinity. More

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