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

Wailea Beach Villas Ph 206

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

At the 2-bedroom Wailea Beach Villas Ph 206, guests can enjoy snorkelling, canyoning, and hiking as well as a location a mere 0.6 km from The Shops at Wailea Outdoor Mall. Located within 10 minutes'… 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

Staying at Haleakala Shores A-411 - Modern 2Br/2Ba, 2 King Beds, Sleeps 4, Split Ac, Wi-Fi Wailea villa, guests can visit Kihei Boat Ramp, which is only 0.9 km away. The Wailea holiday home is… 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

Kamaole Sands 10-113 - Ocean View, Ground Level, Stunning Renovation, Split-Ac! Wailea villa enjoys a prime location, 20 minutes' walk from Kilohana Park, and offers guests to unwind in a hot tub. 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

Ensuring a relaxing stay with a Jacuzzi, the 1-bedroom Kamaole Sands 10-307, Ocean View, Large Lanai, Twin Murphy Beds, Split-Ac, Wi-Fi Wailea villa is situated 3.2 km from the Sandy Wailea Public… More

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Refined Resort Wailea Oceanview Vistas

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

Located a mere 9 minutes' walk from The Shops at Wailea Outdoor Mall, the 2-bedroom Refined Resort Wailea Oceanview Vistas villa boasts a swimming pool and can accommodate up to 6. Providing guests… More

From US$ 490 Book Now

Kihei Akahi D316

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

Kihei Akahi D316 Villa Wailea offers proximity to nearby tourist spots, such as Kamaole Beach Park 2, situated around 5 minutes' walk away. More

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Mbq110I Tropical Serenity - Lovely Maui Retreat 1Bed Suite

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

The 1-bedroom Mbq110I Tropical Serenity - Lovely Maui Retreat 1Bed Suite Wailea villa with a prime location just a 6-minute walk from the sandy Kamaole Beach Park II entices guests with a Jacuzzi. More

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Snorkel At Kam Beach Steps From Chic Resort Condo!

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

Located only 5 minutes' walk from Kamaole Beach Park III, the 1-bedroom Snorkel At Kam Beach Steps From Chic Resort Condo! Wailea villa is suitable for 4 guests and provides a Jacuzzi for a truly… More

From US$ 534 Book Now

Beachfront Bliss Walk To Sand Pool Restaurants

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

Located a mere 650 metres from Redline Rafting, the 1-bedroom Beachfront Bliss Walk To Sand Pool Restaurants Wailea villa provides an outdoor swimming pool, a hot tub for a more relaxing experience. More

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Maui Hill 116

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

Situated just an 8-minute walk from Keawakapu Beach, the 3-bedroom Maui Hill 116 Villa Wailea is ideal for up to 6 guests. Located in proximity to Blue Water Rafting, this 3-bathroom villa provides… More

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Kamaole Sands 3-302

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

Offering an outdoor swimming pool, the 1-bedroom Kamaole Sands 3-302 Wailea villa is located about 5 minutes' walk from Kamaole Beach Park III and is ideal for up to 4 guests. This property features… More

From US$ 215 Book Now

Makena Surf - Coraltree Residence Collection

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

Makena Surf - Coraltree Residence Collection Wailea villa provides an opportunity to stay a 5-minute walk from Makena Snorkeling Beach and offers a Jacuzzi, perfect for decompressing. Offering a car… More

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Japanese Inspired Tropical Retreat 2 Bedrooms Minutes To Wailea Beaches

3204 Mapu Place, Wailea (Maui), United States Show map

Offering a location only a 9-minute walk from A Promise Made in Paradise, the 2-bedroom Japanese Inspired Tropical Retreat 2 Bedrooms Minutes To Wailea Beaches villa gives access to various tourist… More

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Mana Kai 410

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

Up to 4 guests can stay at the 2-bedroom Mana Kai 410 Villa Wailea and enjoy 5 Palms, located approximately 5 minutes' walk away. Located 3.3 km from Polo Beach Park, this villa provides high-speed… More

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Remodeled Spacious Wailea 2Bd W Ac Pool Ocean View - Palms Of Wailea 1306

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

Situated 10 minutes by car from Polo Beach Park, Remodeled Spacious Wailea 2Bd W Ac Pool Ocean View - Palms Of Wailea 1306 villa provides access to numerous tourist attractions in the area. More

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Kamaole Sands 2-107

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

Located just 5 minutes' walk from Kamaole Beach Park III, the 1-bedroom Kamaole Sands 2-107 Wailea villa boasts an outdoor swimming pool and can accommodate up to 4. The holiday home features… More

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Kamaole Sands 5-303, Contemporary Reno, Ocean View

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

The 2-room Kamaole Sands 5-303, Contemporary Reno, Ocean View Wailea villa is located approximately 25 minutes' walk from Foodland Kihei and provides a Jacuzzi. Providing guests with Wi-Fi and a car… More

From US$ 214 Book Now

Maui Hill 66 3Bd Condo Near Keawakapu Beach

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

Offering a location 2.8 km from the Sandy Wailea Public Beach, Maui Hill 66 3Bd Condo Near Keawakapu Beach Wailea villa gives access to various tourist spots in the area. More

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Kihei Akahi D-G04 - Beautiful Renovation Ground Floor Unit, No Carpet, Split Ac!

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

During the stay at Kihei Akahi D-G04 - Beautiful Renovation Ground Floor Unit, No Carpet, Split Ac! Villa Wailea, guests can indulge in a Jacuzzi or visit Redline Rafting, located a 16-minute walk… More

From US$ 204 Book Now

Summer Sale! 2Bd Condo Across Beach Ocean View Ac Pool - Akh D402

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

Situated merely a 5-minute stroll from Kamaole Beach Park 2, Summer Sale! 2Bd Condo Across Beach Ocean View Ac Pool - Akh D402 Wailea villa offers quick access to numerous city landmarks nearby. More

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

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

Located 6 minutes' walk from Palauea Beach, Polo Beach 108, 2-Bedrooom Ocean Front In Wailea villa features an outdoor swimming pool and can accommodate up to 6 guests. Located not far from Wailea… More

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2Br Kihei Unit With 2 Baths, 3-Zone Split Ac, In-Unit Laundry, Pool And Hot Tub!

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

Located only 500 metres from Kamaole Beach Park III, the 2-bedroom 2Br Kihei Unit With 2 Baths, 3-Zone Split Ac, In-Unit Laundry, Pool And Hot Tub! Villa Wailea can accommodate up to 6 guests… 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

Ensuring a relaxing stay with a Jacuzzi, the 2-bedroom Maui Kamaole A-206 - Prime Location, Stunning Renovation, Large Lanai, Split Ac! Villa Wailea is situated 2.3 km from the neighborhood Charley… More

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Hale Hui Kai 313

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

Hale Hui Kai 313 Villa Wailea is nestled 8 minutes' walk from Redline Rafting and can accommodate up to 4 guests. Located 3.2 km from Mokapu Beach, the 2-bedroom holiday home provides high-speed… More

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Maui Banyan P405

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

Along with proximity to the sandy Kamaole Beach Park II, only a 5-minute walk away, the 1-bedroom Maui Banyan P405 Villa Wailea offers opportunities for windsurfing, snorkelling, and hiking in the… More

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Maui Parkshore 410 - Stunning Ocean Views

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

Maui Parkshore 410 - Stunning Ocean Views Wailea villa is situated just 5 minutes' stroll from Kamaole Beach Park 2, featuring such comforts as Wi-Fi and parking. 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 windsurfing, snorkelling, and hiking or visit Redline Rafting, located 25 minutes' walk away. Offering horse riding tours, the 1… More

From US$ 451 Book Now

Summer Sale! Spacious 3Br Wailea Condo W Ac, Pool & Hot Tub - Grand Champions 124

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

Summer Sale! Spacious 3Br Wailea Condo W Ac, Pool & Hot Tub - Grand Champions 124 villa provides easy access to various city attractions, such as Wailea Tennis Club, situated about 5 minutes' walk… More

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Beach Retreat Walk To Maui Best Shores

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

Along with proximity to Hawaiian Moons Natural Foods, just 0.7 km away, the 1-bedroom Beach Retreat Walk To Maui Best Shores Wailea villa offers opportunities for horseback riding, cycling, and… More

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Experience Kamaole Sands 6-202, Stunning Renovation, Ocean View, Wi-Fi, Split Ac

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

Situated just an 8-minute walk from Kamaole Beach Park III, the 1-bedroom Experience Kamaole Sands 6-202, Stunning Renovation, Ocean View, Wi-Fi, Split Ac Wailea villa offers a Jacuzzi and can… More

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Wailea Elua Village 702

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

Wailea Elua Village 702 villa accommodates up to 4 guests and offers proximity to The Shops at Wailea Outdoor Mall, located 0.6 km away. More

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Chic And Central Ocean Dream Vista

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

Chic And Central Ocean Dream Vista Villa Wailea offers proximity to such city sites as Kihei Boat Ramp, located about a 5-minute walk away. More

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Wailea Elua Village 1201 - Stunning & Ocean Front!

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

Featuring a fitness room for active guests, Wailea Elua Village 1201 - Stunning & Ocean Front! villa is 9 minutes' walk from Makena State Park. Located within reach of Mokapu Beach, the 1-bedroom… More

From US$ 970 Book Now

Wailea Ekahi 45D - Ocean & Garden Views, Beautifully Renovated, Split Ac, Wi-Fi!

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

Hosting up to 4 guests, the 1-bedroom Wailea Ekahi 45D - Ocean & Garden Views, Beautifully Renovated, Split Ac, Wi-Fi! Villa offers a beachfront location approximately a 25-minute stroll from sports… More

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Kihei Hale Hui Kai Spacious 4 Bedroom Sleeps 12

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

Featuring an outdoor swimming pool for guests' relaxation, Kihei Hale Hui Kai Spacious 4 Bedroom Sleeps 12 Wailea villa is located around a 10-minute stroll from Kihei Coastal Trail. More

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Grand Champions 105

155 Wailea Ike Place, Unit 105, Wailea (Maui), United States Show map

Grand Champions 105 Villa Wailea is located 0.7 km from Makena State Park and invites guests to enjoy horse riding tours. This 3-bedroom villa features opportunities for snorkelling, hiking, and… More

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Summer Sale! Freshly Updated 2Br W Ocean Views - Kamaole Sands 8409

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

Offering a location a 10-minute ride from the Sandy Wailea Public Beach, Summer Sale! Freshly Updated 2Br W Ocean Views - Kamaole Sands 8409 Wailea villa gives access to various tourist spots in the… More

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Grand Champions Villas - 6 Bedroom Ocean View, 2 Units

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

Located merely 9 minutes' stroll from Makena State Park, the 6-bedroom Grand Champions Villas - 6 Bedroom Ocean View, 2 Units Wailea comes with an outdoor swimming pool, a Jacuzzi. Hosting up to 16… More

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Summer Sale! Remodeled 2Bd With Panoramic Ocean Views Ac - Wailea Ekolu 504

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

Staying at Summer Sale! Remodeled 2Bd With Panoramic Ocean Views Ac - Wailea Ekolu 504 villa, guests can visit The Shops at Wailea Outdoor Mall, which is approximately a 15-minute stroll away. More

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Wailea Elua 808 - Scenic Ocean Views, Classic Wailea Charm, Central Ac, Wi-Fi

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

Boasting a Jacuzzi, the 2-bedroom Wailea Elua 808 - Scenic Ocean Views, Classic Wailea Charm, Central Ac, Wi-Fi villa is located merely 8 minutes' walk from Makena State Park and can accommodate 6… More

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Grand Champions Golf Villas 118

155 Wailea Ike Place, #118, Wailea (Maui), United States Show map

Located merely a 9-minute walk from Makena State Park, the 2-bedroom Grand Champions Golf Villas 118 Wailea offers snorkelling, diving, and canyoning to diversify guests' leisure. Offering horse… More

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Wailea Polo Beach Club Spacious 4 Bedroom Sleeps 12

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

Located just a 6-minute stroll from Palauea Beach, Wailea Polo Beach Club Spacious 4 Bedroom Sleeps 12 villa comes with an outdoor swimming pool, a hot tub. Staying at the Wailea holiday home, just… More

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Maui Banyan B204

2575 South Kihei Road B204, Wailea (Maui), United States Show map

Located merely 7 minutes' walk from Kamaole Beach Park III and Kamaole Beach Park 2, the 83 m² Maui Banyan B204 Apartment Wailea features views of the garden. Boasting a Jacuzzi, this spacious… More

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Summer Sale! Hillside Condo, Ac & Ocean Views Near Beaches-Wailea Ekolu 1605

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

Offering a location nearly a 15-minute walk from The Shops at Wailea Outdoor Mall, Summer Sale! Hillside Condo, Ac & Ocean Views Near Beaches-Wailea Ekolu 1605 villa gives access to various tourist… More

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Kamaole Sands 7-206 - Renovated, Courtyard Views, Steps To The Beach, Ac

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

Along with proximity to Kamaole Beach Park III, located merely a 9-minute stroll away, the 1-bedroom Kamaole Sands 7-206 - Renovated, Courtyard Views, Steps To The Beach, Ac Wailea villa provides… More

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Stunning Oceanview Wailea Home In Private Gated Community

3171 South Noho Loihi Way, Wailea (Maui), United States Show map

The 3-bedroom Stunning Oceanview Wailea Home In Private Gated Community is nestled approximately 2 km from Kamaole Beach Park III and provides an indoor pool. More

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Maui Banyan Q408

2575 S Kihei Road Q408, Wailea (Maui), United States Show map

Maui Banyan Q408 Apartment Wailea is situated in Wailea, 11 minutes' walk from Hawaiian Moons Natural Foods, and offers spa amenities such as a Jacuzzi. Offering access to an outdoor swimming pool… More

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2Bd Breathtaking Ocean Views With Ac & Pool-Wailea Ekolu 907

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

Located a 10-minute stroll from Wailea Town Center, 2Bd Breathtaking Ocean Views With Ac & Pool-Wailea Ekolu 907 Villa gives access to various tourist sites in the vicinity. More

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Ekahi 20G

3300 Wailea Alanui Dr., 20G, Wailea (Maui), United States Show map

The 1-bedroom Ekahi 20G Villa Wailea is located a mere 9 minutes' walk from Keawakapu Beach and invites guests to enjoy horse riding tours. This holiday home features opportunities for windsurfing… More

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Summer Sale! - Ocean View, King Beds, Split-Ac - Kamaole Sands 4-407 - Book Now!

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

The 2-bedroom Summer Sale! - Ocean View, King Beds, Split-Ac - Kamaole Sands 4-407 - Book Now! Wailea villa is located around 25 minutes' walk from Keawakapu Beach and provides a Jacuzzi. With a… More

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