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2026-08-05
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Extended Stay in Wailea (Maui)

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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Grand Champions 033

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

To enjoy your vacation in Wailea, stay at the 107 m² Grand Champions 033 Apartment Wailea, which is around 3 km from the secluded local Po'olenalena Beach and around 25 minutes' walk from the Half… 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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Makena Surf, #C-103

1000 Riverside Drive, Wailea (Maui), United States Show map

Located within easy reach of the Nahuna and the Makena Golf Course, the 145 m² Makena Surf, #C-103 Apartment Wailea features views of the sea. Boasting a Jacuzzi, this 2-bedroom apartment, suitable… More

From US$ 1270 Book Now

Wailea Elua 2110 Panoramic Ocean View, Second Floor, Central Air Throughout

3600 Wailea Alanui Dr., Wailea Elua #2110, Wailea (Maui), United States Show map

Located a 15-minute walk from the fringed Ulua Beach Park, the spacious Wailea Elua 2110 Panoramic Ocean View, Second Floor, Central Air Throughout apartment overlooks the sea. This apartment with a… 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

Grand Champions Villas Ocean View 7 Bedroom Sleeps 20 Complimentary Car With 6 Nights Gch Ml-3789 By Kbm

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

Located approximately 5 minutes' walk from the Olavine Spa & Salon and Wailea Tennis Club, the spacious Grand Champions Villas Ocean View 7 Bedroom Sleeps 20 Complimentary Car With 6 Nights Gch Ml… More

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Kihei Surfside, #111

2936 South Kihei Road 1 Bedroom 1.5 Bath Oceanfront Condominium, Wailea (Maui), United States Show map

The spacious 68 m² Kihei Surfside, #111 Apartment Wailea is just 600 metres from the Redline Rafting and can accommodate up to 4 guests. The 1-bedroom apartment is approximately a 10-minute ride from… More

From US$ 303 Book Now

Kihei Surfside, #612

2936 South Kihei Road 1 Bedroom 1.5 Bath Oceanfront Condominium, Wailea (Maui), United States Show map

Located just around the corner from the Keawakapu Beach and Surf Shack, the spacious 1-bedroom Kihei Surfside, #612 Apartment Wailea features views of the sea. At this 68 m² apartment, Wi-Fi and… More

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Maui Kamaole B-206 A/C Tropical Garden View, Full A/C, Across Kamaole Bch III

2777 S. Kihei Rd, Maui Kamaole #B-206, Wailea (Maui), United States Show map

The 98 m² Maui Kamaole B-206 A/C Tropical Garden View, Full A/C, Across Kamaole Bch III Apartment Wailea offers setting in a residential area of Wailea, 700 m from the Kamaole Beach Park III. This… More

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Wailea Beach Villa I503 By Coldwell Banker Island Vacations

3800 Wailea Alanui Dr, Wailea (Maui), United States Show map

Wailea Beach Villa I503 By Coldwell Banker Island Vacations is situated 700 metres from The Shops at Wailea Outdoor Mall and provides a Jacuzzi for a relaxing stay. The 3-bedroom villa features… More

From US$ 1918 Book Now

Solara Luxe Pool Villa D101 At Wailea Beach Villas

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

At the 3-bedroom Solara Luxe Pool Villa D101 At Wailea Beach Villas, guests can enjoy windsurfing, snorkelling, and diving as well as a location just 7 minutes' walk from The Shops at Wailea Outdoor… More

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Castaway Cove C201 At Wailea Beach Villas

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

Situated within 3 km of the Kamaole Beach Park III, the 3-bedroom Castaway Cove C201 At Wailea Beach Villas boasts a Jacuzzi, as well as a wellness centre for guests to relax in. This Wailea villa… More

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Kihei Surfside, #511

2936 South Kihei Road 1 Bedroom 1.5 Bath Oceanfront Condominium, Wailea (Maui), United States Show map

Featuring a convenient location, the 68 m² Kihei Surfside, #511 Apartment Wailea offers views of the sea, about a 15-minute walk from Hawaiian Moons Natural Foods. The maximum occupancy at this 1… 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 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

Hoolei 55-3 By Coldwell Banker Island Vacations

55 Kiloa St, Wailea (Maui), United States Show map

Located nearly a 25-minute walk from the secluded local Po'olenalena Beach, the 3-bedroom Hoolei 55-3 By Coldwell Banker Island Vacations Villa Wailea entices guests to relax in a Jacuzzi. Offering… More

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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 #6-106 Ground Floor, Full A/C, Great Location, Hot Tub,

2695 S. Kihei Rd, Kamaole Sands #6-106, Wailea (Maui), United States Show map

The spacious Kamaole Sands #6-106 Ground Floor, Full A/C, Great Location, Hot Tub, Wailea apartment enjoys a prime location and provides easy access to the Kihei Boat Ramp 8 minutes' walk away. More

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Kihei Akahi D502

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

Featuring views of the mountain, the 87 m² Kihei Akahi D502 Apartment Wailea is located approximately a 25-minute walk from the expansive Kalama Seaside Park. At this 2-bedroom apartment, Wi-Fi and a… More

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Makena Surf #C102

1675 Fall River Road, Wailea (Maui), United States Show map

Situated approximately 900 metres from the Makena Landing Park, the 2-room Makena Surf #C102 Apartment Wailea offers a Jacuzzi for 6 visitors. The beachfront setting in the Makena district offers… 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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Kihei Akahi #D-107 Near Kamaole Beaches, Ground Floor, Wifi, Full Kitchen

2531 S. Kihei Road, Kihei Akahi #D-107, Wailea (Maui), United States Show map

The spacious Kihei Akahi #D-107 Near Kamaole Beaches, Ground Floor, Wifi, Full Kitchen Wailea apartment is nestled in a residential area of Wailea, about 5 minutes' walk from Kamaole Beach Park 2. 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

Grand Champions 139 By Coldwell Banker Island Vacations

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

Situated approximately 5 minutes' walk from the Wailea Town Center, the spacious 2-bedroom Grand Champions 139 By Coldwell Banker Island Vacations Apartment Wailea entices guests with a Jacuzzi. More

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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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Mana Kai Maui Resort, #405C

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

The 2-room Mana Kai Maui Resort, #405C Wailea is located in a natural area of Wailea, in close proximity to 5 Palms. While staying in this 81 m² apartment, guests can visit the Keawakapu Beach, which… More

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Grand Champions 30 By Coldwell Banker Island Vacations

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

Situated a 5-minute walk from the Wailea Town Center, the spacious Grand Champions 30 By Coldwell Banker Island Vacations Apartment Wailea offers a Jacuzzi for 7 visitors. Wi-Fi and a private parking… More

From US$ 560 Book Now

Makena Surf, #G-304

2115 Fall River Road # 14, Wailea (Maui), United States Show map

The 3-room Makena Surf, #G-304 Apartment Wailea is located in the Makena district of Wailea, about 20 minutes' walk from Maluaka Beach and offers a Jacuzzi. Guests can make use of Wi-Fi for both… More

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Polo Beach Club 808 By Coldwell Banker Island Vacations

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

The 110 m² Polo Beach Club 808 By Coldwell Banker Island Vacations Wailea apartment is located only 0.7 km from the secluded local Po'olenalena Beach and only a 12-minute walk from the scenic 18-hole… More

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Hale Hui Kai 106 - Newly Renovated, 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

Wailea Ekahi 45A By Coldwell Banker Island Vacations

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

The spacious 1-bedroom Wailea Ekahi 45A By Coldwell Banker Island Vacations Apartment enjoys a beachfront location and provides easy access to The Shops at Wailea Outdoor Mall, a place where guests… More

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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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Mana Kai 304

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

Mana Kai 304 Villa Wailea is located just 600 metres from the Kihei Boat Landing and allows guests to enjoy fishing. The Wailea villa can accommodate up to 6 guests, giving access to the Keawakapu… More

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

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

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

From US$ 439 Book Now

2Br 2Ba In Maui Banyan Kihei Steps To Beach

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

The spacious 2Br 2Ba In Maui Banyan Kihei Steps To Beach Wailea apartment offers a convenient location, within 20 minutes' walk of the neighborhood Charley Young Beach. Offering a Jacuzzi, the… More

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Makena Surf, #C-205

4850 Makena Alanui Two Bedroom / Two Bath Ocean View Condominium, Wailea (Maui), United States Show map

The spacious 2-bedroom Makena Surf, #C-205 Apartment Wailea is located in the Makena district of Wailea, approximately a 5-minute walk from the Makena Snorkeling Beach and offers a Jacuzzi. Offering… More

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Hoolei 24-2 By Coldwell Banker Island Vacations

24 Ho'Olei Circle, Wailea (Maui), United States Show map

Situated just a 9-minute walk from Makena State Park, the 3-bedroom Hoolei 24-2 By Coldwell Banker Island Vacations Villa Wailea offers a Jacuzzi and can accommodate up to 8 guests. Located in the… More

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Kamaole Sands 7-102 By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Kamaole Sands 7-102 By Coldwell Banker Island Vacations Wailea apartment, which is 2.8 km from the expansive Kalama Seaside Park and… More

From US$ 230 Book Now

Kihei Surfside #102

2936 South Kihei Road 1 Bedroom 1.5 Bath Oceanfront Condominium, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 68 m² Kihei Surfside #102 Apartment Wailea, which is approximately a 10-minute drive from the fringed Ulua Beach Park and only 0.7 km from the… More

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Maui Kamaole B202 By Coldwell Banker Island Vacations

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

The spacious 98 m² Maui Kamaole B202 By Coldwell Banker Island Vacations Apartment Wailea is merely 5 minutes' stroll from the Redline Rafting and welcomes guests with a Jacuzzi. Enjoying a prime… More

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Makena Surf, #E-203

4850 Makena Alanui Two Bedroom / Two Bath Beachfront Condominium, Wailea (Maui), United States Show map

Set in the Makena district, an 8-minute walk from the secluded local Po'olenalena Beach, the spacious Makena Surf, #E-203 Apartment Wailea accommodates up to 6 guests. At this apartment, Wi-Fi and… More

From US$ 1242 Book Now

Seaglass 810 At Andaz Maui At Wailea Resort

3550 Wailea Alanui Drive, Wailea Resort, Maui, Wailea (Maui), United States Show map

Located nearly 25 minutes on foot from the Keawakapu Beach, the 3-bedroom Seaglass 810 At Andaz Maui At Wailea Resort villa offers a patio with views of the mountain. Offering a year-round outdoor… More

From US$ 4468 Book Now

Maui Kamaole, #A-106

2777 South Kihei Road One Bedroom / Two Bath Ocean View, Wailea (Maui), United States Show map

The spacious 98 m² Maui Kamaole, #A-106 Apartment Wailea is a good choice for accommodating up to 4 guests, offering a prime setting merely a 13-minute stroll from the Kamaole Beach Park III. Wi-Fi… More

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Kamaole Sands #2-401 Beautifully Renovated Suite, Family Friendly, A/C

2695 S. Kihei Rd., Kamaole Sands #2-401, Wailea (Maui), United States Show map

The spacious Kamaole Sands #2-401 Beautifully Renovated Suite, Family Friendly, A/C Wailea lies in a residential area of Wailea, within 20 minutes' walk of the neighborhood Charley Young Beach. More

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Kihei Beachside Resort Vistas

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

Offering guests to unwind in a Jacuzzi, Kihei Beachside Resort Vistas Wailea villa is located 7 minutes' walk from Maui Fine Art Gallery. This holiday home hosts up to 6 guests and provides them with… More

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Wailea Elua #102 Beautifully Remodeled Ocean View Short Walk To Beach, Shops

3600 Wailea Alanui Dr., Wailea Elua #102, Wailea (Maui), United States Show map

The spacious Wailea Elua #102 Beautifully Remodeled Ocean View Short Walk To Beach, Shops apartment is nestled in a residential area of Wailea, 17 minutes' walk from the Mokapu Beach and around 3 km… More

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Grand Champions #45, Great Rates, Ocean View Condo, A/C, Shared Hot Tub

155 Wailea Ike Pl., Grand Champions #45, Wailea (Maui), United States Show map

Grand Champions #45, Great Rates, Ocean View Condo, A/C, Shared Hot Tub Wailea lies in a residential area of Wailea, only 0.8 km from Makena State Park. Sport activities such as snorkelling, diving… More

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Maui Kamaole F101

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

To enjoy your vacation in Wailea, stay at the 1-room Maui Kamaole F101 Apartment Wailea, which is approximately a 10-minute drive from the neighborhood Charley Young Beach and just 1.6 km from… More

From US$ 442 Book Now