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Wailea (Maui) Vacation Rentals

Grand Champions Villas Ocean View 5 Bedroom Sleeps 14 Complimentary Car With 6 Nights Gch Ml-3786 By Kbm

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

Featuring a prime location, the 5-bedroom Grand Champions Villas Ocean View 5 Bedroom Sleeps 14 Complimentary Car With 6 Nights Gch Ml-3786 By Kbm Wailea apartment offers views of the mountain, and… More

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Maui Kamaole #J-103 Ground Floor, Full A/C, Across Kamaole III Beach, Hot Tub

2777 S Kihei Rd, Maui Kamaole #J-103, Wailea (Maui), United States Show map

The 1-bedroom Maui Kamaole #J-103 Ground Floor, Full A/C, Across Kamaole III Beach, Hot Tub Wailea apartment is nestled in a residential area of Wailea, about a 5-minute walk from Kihei Boat Landing.… More

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Wailea Elua, #1305

515 Verona Avenue, Wailea (Maui), United States Show map

The spacious 163 m² Wailea Elua, #1305 Apartment is only 7 minutes on foot from The Shops at Wailea Outdoor Mall and welcomes guests with a Jacuzzi. The secluded local Po'olenalena Beach is situated… More

From US$ 3767 Book Now

Kamaole Sands #2-404 Beautiful Oceanview Penthouse, A/C, Great Location

2695 S. Kihei Rd., Kamaole Sands #2-404, Wailea (Maui), United States Show map

The 110 m² Kamaole Sands #2-404 Beautiful Oceanview Penthouse, A/C, Great Location Wailea apartment is situated in a residential area of Wailea and gives access to Foodland Kihei, which is about 25… More

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Grand Champions Villas Ocean View 4 Bedroom Sleeps 10 Complimentary Car With 6 Nights Gch Ml-3780 By Kbm

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

The spacious 4-bedroom Grand Champions Villas Ocean View 4 Bedroom Sleeps 10 Complimentary Car With 6 Nights Gch Ml-3780 By Kbm Wailea apartment features convenient proximity to such city attractions… More

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Gorgeous Condo In Wailea Ekahi Village!

3300 Wailea Alanui Drive 39D, Wailea (Maui), United States Show map

The spacious 1-bedroom Gorgeous Condo In Wailea Ekahi Village! features a beachfront location about 25 minutes' walk from the Half - mile - long Ulua Sandy Beach Park and hosts up to 2 guests. The… More

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South Kihei 2Br 2Ba Condo Steps From Kamaole Beach

2575 South Kihei Road F205 F205, Wailea (Maui), United States Show map

Offering a heated pool, South Kihei 2Br 2Ba Condo Steps From Kamaole Beach Wailea is located 6 minutes' walk from Kamaole Beach Park 2. Boasting a Jacuzzi, this spacious 83 m² apartment, suitable for… More

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Hoolei 39-3 By Coldwell Banker Island Vacations

39 Makakehau St #3, Wailea (Maui), United States Show map

The 251 m² Hoolei 39-3 By Coldwell Banker Island Vacations Apartment Wailea is located about 400 metres from Na Pua Gallery and 18 minutes' walk from Wailea Emerald Course. Set just moments from… More

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Maui Kamaole C105 By Coldwell Banker Island Vacations

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

Situated a mere 6 minutes' walk from Kihei Coastal Trail, the 1-bedroom Maui Kamaole C105 By Coldwell Banker Island Vacations Apartment Wailea can host up to 4 guests in Wailea. This 79 m² apartment… More

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Wailea Elua, #2101

3600 Wailea Alanui Drive One Bedroom / Two Bath Partial Ocean Condominium, Wailea (Maui), United States Show map

The 1-bedroom Wailea Elua, #2101 Apartment is also located a mere 9 minutes' walk from Makena State Park. Boasting a Jacuzzi, this spacious apartment, suitable for 4 guests, is 4.2 km from Cove Park. More

From US$ 781 Book Now

Kamaole Sands #8-208 Central A/C, Near Beach, Granite, Fitness Center

2695 S. Kihei Rd, Kamaole Sands #8-208, Wailea (Maui), United States Show map

Located within easy reach of Kamaole Beach Park III, the spacious 76 m² Kamaole Sands #8-208 Central A/C, Near Beach, Granite, Fitness Center Wailea apartment accommodates up to 4 guests. The 1… More

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Kamaole Sands 5-205 By Coldwell Banker Island Vacations

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

Kamaole Sands 5-205 By Coldwell Banker Island Vacations Wailea apartment is 6 minutes' stroll from Kamaole Beach Park III and welcomes guests with a hot tub. Wi-Fi and private parking are also… More

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Maui Kamaole #C-206 Great Location, Spacious, Tropical Garden View, Full A/C

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

Featuring a prime location just 6 minutes' walk from Blue Water Rafting, the 2-bedroom Maui Kamaole #C-206 Great Location, Spacious, Tropical Garden View, Full A/C Wailea apartment accommodates up to… More

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Wailea Elua, #1302

3600 Wailea Alanui Drive One Bedroom / One Bath Prime Ocean Condominium, Wailea (Maui), United States Show map

The spacious 83 m² Wailea Elua, #1302 Apartment is just 7 minutes' stroll from The Shops at Wailea Outdoor Mall and welcomes guests with a Jacuzzi. Wailea Emerald Course is 2.4 km from the 1-bedroom… More

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Makena Surf #G101

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

Offering grill and a golf course, the 2-bedroom Makena Surf #G101 Apartment Wailea is located in the Poolenalena Beach district, about a 5-minute walk from Makena's Golf Course. Only a few steps from… More

From US$ 1863 Book Now

Mana Kai Maui Resort, #706A Condo

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

The 56 m² Mana Kai Maui Resort, #706A Condo Wailea enjoys a beachfront location around a 5-minute walk from Keawakapu Beach. At this 1-bedroom apartment, Wi-Fi and private car parking are also… More

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Kamaole Sands 9-410

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

The 110 m² Kamaole Sands 9-410 Wailea apartment is situated in Wailea, about a 20-minute walk from Keawakapu Beach, and offers spa amenities such as a Jacuzzi. Wi-Fi and a car park are provided for… More

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Maui Banyan #H-405 Partial Ocean View, Great Location, Near Kam II Beach

2575 S. Kihei Rd, Maui Banyan #H-405, Wailea (Maui), United States Show map

Featuring a prime location just 6 minutes' walk from Maui Fine Art, the spacious 1-bedroom Maui Banyan #H-405 Partial Ocean View, Great Location, Near Kam II Beach Wailea apartment accommodates up to… More

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Maui Kamaole C-208

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

Situated only a 6-minute walk from Blue Water Rafting, the 2-bedroom Maui Kamaole C-208 Apartment Wailea offers guests easy access to various tourist attractions nearby. 4.8 km from Mokapu Beach… More

From US$ 368 Book Now

Maui Banyan #H-412 Ocean View, Great Location Near Kamaole Beach II

2575 S Kihei Rd, Maui Banyan #H-412, Wailea (Maui), United States Show map

The spacious Maui Banyan #H-412 Ocean View, Great Location Near Kamaole Beach II Wailea apartment is situated in Wailea, 8 minutes' walk from Rainbow Mall Kihei, and offers spa amenities such as a… More

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Maui Kamaole C209

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

Situated a 6-minute walk from Kihei Coastal Trail, Maui Kamaole C209 Wailea apartment offers proximity to various nearby tourist attractions. More

From US$ 404 Book Now

Wailea Elua, #1104

3600 Wailea Alanui Drive Two Bedroom / Two Bath Ocean View Condominium, Wailea (Maui), United States Show map

Situated merely 0.9 km from the Half - mile - long Ulua Sandy Beach Park, the spacious 2-bedroom Wailea Elua, #1104 Apartment offers a hot tub and a sauna for 6 visitors. Popular points of interest… More

From US$ 1391 Book Now

Maui Kamaole J212

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

Featuring a prime location a mere 6 minutes' walk from Kihei Boat Ramp, Maui Kamaole J212 Apartment Wailea accommodates up to 6 guests. The apartment with a Jacuzzi is in the vicinity of Kamaole… More

From US$ 357 Book Now

Kihei Surfside 307

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

Kihei Surfside #307 Apartment Wailea is located 2.2 km from Makena State Park and 5 minutes' walk from Kihei Coastal Trail. More

From US$ 459 Book Now

Palms At Wailea #1503 Look No Further, Best Location, Near Pool And Beaches

3200 Wailea Alanui Dr., Palms At Wailea #1503, Wailea (Maui), United States Show map

The spacious 111 m² Palms At Wailea #1503 Look No Further, Best Location, Near Pool And Beaches apartment offers proximity to a number of tourist attractions, such as Kihei Boat Ramp, located… More

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Makena Surf, #F-107

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

Boasting spa facilities such as a hot tub, the spacious 2-bedroom Makena Surf, #F-107 Apartment Wailea is situated in the Makena district of Wailea, within 25 minutes' walk of Makena North Course. More

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Kihei Akahi A-105 By Coldwell Banker Island Vacations

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

Featuring an outdoor swimming pool, the spacious 2-bedroom Kihei Akahi A-105 By Coldwell Banker Island Vacations Apartment Wailea is nearly a 5-minute walk from Kamaole Beach Park 2. At this 109 m²… More

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Wailea Ekahi #53-C Hawaiian Beachfront, Ac Throughout, Easy Pool Access, Wifi

3300 Wailea Alanui Dr., Wailea Ekahi #53-C, Wailea (Maui), United States Show map

The spacious 146 m² Wailea Ekahi #53-C Hawaiian Beachfront, Ac Throughout, Easy Pool Access, Wifi apartment lies in a residential area, only 1.7 km from the Half-mile-long Ulua Sandy Beach Park and… More

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Special Sale! Luxury 1Bd Condo With Ocean Views

A-103, 2575 South Kihei Road, Wailea (Maui), United States Show map

Featuring a prime location approximately a 5-minute walk from Maui's World Gallery, the 1-bedroom Special Sale! Luxury 1Bd Condo With Ocean Views Wailea accommodates up to 4 guests. This apartment… More

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Maui Banyan H-214

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

Situated merely a 6-minute stroll from Maui Fine Art, the spacious 60 m² Maui Banyan H-214 Apartment Wailea offers a Jacuzzi for up to 4 guests. The 1-bedroom apartment lies just off Kamaole Beach… More

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Kihei Surfside, #403

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

Featuring a prime location about 5 minutes' walk from Blue Water Rafting, the spacious 1-bedroom Kihei Surfside, #403 Apartment Wailea accommodates up to 3 guests. This 68 m² apartment offers modern… More

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Maui Kamaole #J-119 Oceanview, Ground Flr, Great Location, Near Beach, A/C

2777 S Kihei Rd., Maui Kamaole #J-119, Wailea (Maui), United States Show map

The 79 m² Maui Kamaole #J-119 Oceanview, Ground Flr, Great Location, Near Beach, A/C Wailea apartment enjoys a prime location 0.7 km from Kamaole Beach Park III. Located right near Blue Water Rafting… More

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Wailea Elua 2303 By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the 1-bedroom Wailea Elua 2303 By Coldwell Banker Island Vacations Apartment, which is approximately a 10-minute drive from Kamaole Beach Park III and only 1… More

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Kihei Surfside #411

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

The spacious Kihei Surfside #411 Apartment Wailea features a prime location a 25-minute walk from Wailea Tennis Club and hosts up to 4 guests. Wi-Fi and a car park are also available at this… More

From US$ 549 Book Now

Kamaole Sands #8-310 Garden View, A/C, Near Beach, Fitness Center, Hot Tub

2695 S. Kihei Rd., Kamaole Sands #8-310, Wailea (Maui), United States Show map

The 76 m² Kamaole Sands #8-310 Garden View, A/C, Near Beach, Fitness Center, Hot Tub Wailea apartment is nestled in a residential area of Wailea, 2.7 km from the expansive Kalama Seaside Park and a… More

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Palms At Wailea #1005 Panoramic Ocean Views, Ground Floor, Wifi, Near Beaches

3200 Wailea Alanui Dr., Palms At Wailea #1005, Wailea (Maui), United States Show map

The spacious 95 m² Palms At Wailea #1005 Panoramic Ocean Views, Ground Floor, Wifi, Near Beaches apartment lies in a residential area, 2.3 km from the Sandy Wailea Public Beach and approximately a 10… More

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Luxe Beach Retreat! 1Bd Banyan Suite W/Pool & Ac

F-206, 2575 South Kihei Road, Wailea (Maui), United States Show map

Offering an outdoor swimming pool, Luxe Beach Retreat! 1Bd Banyan Suite W/Pool & Ac Wailea is located just a 5-minute walk from Maui's World Gallery. Boasting a prime location, just moments from the… More

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Maui Kamaole #L-205 Oceanview Kihei Vacation Rental, Full A/C, Great Location

2777 S. Kihei Rd., Maui Kamaole #L-205, Wailea (Maui), United States Show map

The 113 m² Maui Kamaole #L-205 Oceanview Kihei Vacation Rental, Full A/C, Great Location Wailea apartment lies in a prime location in Wailea, merely a 6-minute walk from Blue Water Rafting. Guests… More

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Maui Kamaole #C-207 Great Location, Spacious, Fully Renovated, Full A/C

2777 S. Kihei Rd., Maui Kamaole #C-207, Wailea (Maui), United States Show map

The 98 m² Maui Kamaole #C-207 Great Location, Spacious, Fully Renovated, Full A/C Wailea apartment lies in a residential area, 2.5 km from Makena State Park and within 25 minutes' walk of Cove Park. More

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Mana Kai #403 By Coldwell Banker Island Vacations

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

The spacious 71 m² Mana Kai #403 By Coldwell Banker Island Vacations Apartment Wailea boasts a beachfront location just 300 metres from Keawakapu Beach. The 2-bedroom apartment offers modern… More

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Wailea Ekahi, #33B

3300 Wailea Alanui Drive One Bedroom / Two Bath Condominium, Wailea (Maui), United States Show map

Wailea Ekahi, #33B Apartment is located about 2 km from the Sandy Wailea Public Beach and 10 minutes by car from Makena Landing Park. Wi-Fi and a car park are also available at the spacious apartment. More

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Maui Banyan T203

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

The 83 m² Maui Banyan T203 Apartment Wailea is situated around a 15-minute walk from the neighborhood Charley Young Beach and offers a heated pool. Boasting a convenient location, in close proximity… More

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Grand Champions 033

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

The spacious 2-bedroom Grand Champions 033 Apartment Wailea is also located around 5 minutes' walk from Olavine Spa & Salon. This 107 m² apartment offers modern facilities, such as Wi-Fi and… More

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Makena Surf, #C-103

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

Offering an outdoor swimming pool, the 150 m² Makena Surf, #C-103 Apartment Wailea is located only steps away from Makena's Golf Course. Welcoming guests with a Jacuzzi, this 2-bedroom apartment lies… More

From US$ 1270 Book Now

Kamaole Sands 10-110

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

Staying at Kamaole Sands #10-110 Apartment Wailea, guests can reach Kilohana Park, situated about 20 minutes' walk away. More

From US$ 289 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

The spacious Wailea Elua 2110 Panoramic Ocean View, Second Floor, Central Air Throughout apartment is an 8-minute walk from Makena State Park and can accommodate up to 5 guests. Wi-Fi and parking are… More

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Wailea Ekolu #501 Panoramic Ocean View, Ground Floor, Wifi, A/C, Near Beach

100 Wailea Ike Dr., Wailea Ekolu #501, Wailea (Maui), United States Show map

The spacious 100 m² Wailea Ekolu #501 Panoramic Ocean View, Ground Floor, Wifi, A/C, Near Beach apartment features a prime location within 10 minutes' walk of Sand People and hosts up to 6 guests. More

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Palms At Wailea 601 By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the 1-bedroom Palms At Wailea 601 By Coldwell Banker Island Vacations Apartment, which is 2.1 km from the Half-mile-long Ulua Sandy Beach Park and around 20… More

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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 Olavine Spa & Salon and Wailea Tennis Club, the spacious 7-bedroom Grand Champions Villas Ocean View 7 Bedroom Sleeps 20 Complimentary Car With 6 Nights Gch… More

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Wailea Elua, #0908

3600 Wailea Alanui Drive Two Bedroom / Two Bath Oceanview, Wailea (Maui), United States Show map

Wailea Elua, #0908 Apartment is situated in Wailea, 16 minutes' walk from Olavine Spa & Salon, and offers spa amenities such as a hot tub. Offering access to an outdoor swimming pool, the spacious… More

From US$ 670 Book Now