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2026-07-23
2026-07-24
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Wailea (Maui) Vacation Rentals

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 private parking are also available at this… More

From US$ 549 Book Now

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

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

Luxe Beach Retreat! 1Bd Banyan Suite W/Pool & Ac Wailea is merely a 6-minute walk from the sandy Kamaole Beach Park II and welcomes guests with a Jacuzzi. Offering a patio, the apartment boasts a… More

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Mana Kai #307 By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 71 m² Mana Kai #307 By Coldwell Banker Island Vacations Apartment Wailea, which is merely 0.8 km from Blue Water Rafting and within 25 minutes'… 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 the Keawakapu Beach. Wi-Fi and a private parking lot are also… 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 a great place to stay in the Keawakapu Beach district, 2.6 km from the Redline Rafting. Wi-Fi and private parking are also available at the spacious apartment. 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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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

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

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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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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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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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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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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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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Wailea Elua Village 204

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

To enjoy your vacation in Wailea, stay at the beachfront 101 m² Wailea Elua Village 204 apartment, which is only 12 minutes' walk from the Olavine Spa & Salon and just 1.1 km from the Sandy Wailea… 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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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

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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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

Kbm Resorts Free Car Polo Beach Ground Floor 2-Bedroom Condo Steps To The Sand Sunset Views Pol-109

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

The spacious Kbm Resorts Free Car Polo Beach Ground Floor 2-Bedroom Condo Steps To The Sand Sunset Views Pol-109 Wailea offers views of the sea and a location a 25-minute walk from Makena State Park.… More

From US$ 2977 Book Now

Palms At Wailea 609 By Coldwell Banker Island Vacations

3200 Wailea Alanui Dr Unit 609, Wailea (Maui), United States Show map

Situated just 1.8 km from The Shops at Wailea Outdoor Mall, the spacious 95 m² Palms At Wailea 609 By Coldwell Banker Island Vacations Apartment offers a hot tub for 4 visitors. Enjoy a walk around… More

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Serene Maui Retreat Walk To Beach & Shops

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

To enjoy your vacation in Wailea, stay at the 60 m² Serene Maui Retreat Walk To Beach & Shops Wailea apartment, which is 2.7 km from Polo Beach Park and merely 12 minutes' walk from Honolua Surf Co. More

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