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2026-07-25
2026-07-26
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Wailea (Maui) Vacation Rentals

Grand Champions 2 Free Rental Cars Kbm Resorts Extra Large Corner Suite 2 Units 3 Bedrooms Ml-1481

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

Overlooking the mountain, the spacious 3-bedroom Grand Champions 2 Free Rental Cars Kbm Resorts Extra Large Corner Suite 2 Units 3 Bedrooms Ml-1481 Wailea is around 20 minutes' walk from the Half… More

From US$ 989 Book Now

Kihei Kai Nani 250

2495 South Kihei Road, Wailea (Maui), United States Show map

Featuring a convenient location around 5 minutes' walk from Kamaole Beach Park 2, the 1-room Kihei Kai Nani 250 Apartment Wailea accommodates up to 4 guests. The apartment with a terrace is located a… More

From US$ 244 Book Now

Kihei Akahi C103-Remodeled Ground Floor Kihei Condo, Walk To Beach

2531 South Kihei Road C103, Wailea (Maui), United States Show map

The 56 m² Kihei Akahi C103-Remodeled Ground Floor Kihei Condo, Walk To Beach Wailea is located 2.3 km from the Foodland Kihei and 9 minutes' walk from Maui's World Gallery. The apartment capacity is… More

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Wailea Elua, #1403

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

The spacious Wailea Elua, #1403 Apartment is within 700 metres of Makena State Park and can accommodate up to 4 guests. This apartment features Wi-Fi throughout the property. More

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Polo Beach Club 205 By Coldwell Banker Island Vacations

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

Situated within 5 minutes' walk of the Polo Beach, the spacious 123 m² Polo Beach Club 205 By Coldwell Banker Island Vacations Wailea apartment looks out onto the sea. Staying at the 2-bedroom… More

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Maui Banyan A-202 Unit B

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

To enjoy your vacation in Wailea, stay at the 46 m² Maui Banyan A-202 Unit B Apartment Wailea, which is a mere 0.7 km from Maui Fine Art Gallery and nearly a 10-minute walk from Maui's World Gallery.… More

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Maui Kamaole I212

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

To enjoy your vacation in Wailea, stay at Maui Kamaole I212 Wailea apartment, which is merely 7 minutes' walk from Blue Water Rafting and 2.5 km from Makena State Park. More

From US$ 505 Book Now

Kamaole Sands 5-211 By Coldwell Banker Island Vacations

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

Located a 25-minute walk from the Half-mile-long Ulua Sandy Beach Park, the spacious Kamaole Sands 5-211 By Coldwell Banker Island Vacations Wailea apartment overlooks the sea. Boasting a hot tub… More

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Makena Surf, #G-103

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

The spacious 145 m² Makena Surf, #G-103 Apartment Wailea is situated in the Makena district, within 5 minutes' walk of the Makena Golf Course. The 2-bedroom apartment, suitable for a maximum of 6… More

From US$ 1409 Book Now

Kamaole Sands 6-102 By Coldwell Banker Island Vacations

2695 S Kihei Rd #6-102, Wailea (Maui), United States Show map

The 1-room Kamaole Sands 6-102 By Coldwell Banker Island Vacations Wailea apartment is located only 1.3 km from Hawaiian Moons Natural Foods and around a 25-minute walk from the Lava Fields. Guests… More

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Kihei Surfside, #508

15 Corinthian Circle, Wailea (Maui), United States Show map

The 1-room Kihei Surfside, #508 Apartment Wailea is only 9 minutes on foot from the Kihei Boat Ramp and can accommodate up to 2 guests. The Foodland Kihei is 3.1 km from the 51 m² apartment while… More

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Wailea Ekahi 36E By Coldwell Banker Island Vacations

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

The spacious 1-bedroom Wailea Ekahi 36E By Coldwell Banker Island Vacations Apartment is a good choice for accommodating up to 4 guests, offering a beachfront setting nearly 25 minutes' walk from… More

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Kamaole Sands 6-104 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 6-104 By Coldwell Banker Island Vacations Wailea apartment, which is 2.2 km from the Lava Fields and approximately 25… More

From US$ 278 Book Now

Maui Kamaole, #C-203

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

The spacious 98 m² Maui Kamaole, #C-203 Apartment Wailea boasts a prime location about 700 metres from the Kamaole Beach Park III. The maximum occupancy at the 2-bedroom apartment is 4 guests. More

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Maui Parkshore 413

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

Located merely a 5-minute walk from the Kamaole Beach Park III, Maui Parkshore 413 Wailea apartment accommodates up to 6 guests. Offering a terrace, this apartment boasts a prime location, within a… More

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Maui Parkshore 310

2653 S. Kihei Rd 310, Wailea (Maui), United States Show map

Featuring a beachfront location nearly 5 minutes' walk from Kamaole Beach Park 2, the 2-room Maui Parkshore 310 Wailea apartment accommodates up to 6 guests. Wi-Fi and private car parking are also… More

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Wailea Elua, #2107

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

Located about a 5-minute stroll from Makena State Park, the spacious 118 m² Wailea Elua, #2107 Apartment accommodates up to 6 guests. It enjoys a beachfront location, within a 1-km distance of the… More

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Wailea Elua, #2201

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

To enjoy your vacation in Wailea, stay at the spacious 2-bedroom Wailea Elua, #2201 Apartment, which is 2.4 km from Wailea Emerald Course and around 10 minutes by car from the Kamaole Beach Park III.… More

From US$ 1318 Book Now

Wailea Elua, #0302

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

The spacious 93 m² Wailea Elua, #0302 Apartment is located in Wailea, only 1.3 km from the Half - mile - long Ulua Sandy Beach Park, and pampers guests with a Jacuzzi. Providing a beachfront setting… More

From US$ 544 Book Now

Grand Champions #86 Gorgeous Views On Golf Course, Near Popular Beaches

155 Wailea Ike Pl., Grand Champions #86, Wailea (Maui), United States Show map

The 84 m² Grand Champions #86 Gorgeous Views On Golf Course, Near Popular Beaches Wailea apartment is nestled in a residential area of Wailea, nearly a 5-minute walk from the Wailea Town Center. This… More

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Makena Surf F201 By Coldwell Banker Island Vacations

4850 Makena Alanui # F201, Wailea (Maui), United States Show map

The spacious Makena Surf F201 By Coldwell Banker Island Vacations Apartment Wailea is an 8-minute walk from the Po'olenalena Beach Park and can accommodate up to 6 guests. Featuring a Jacuzzi, this… More

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Wailea Ekahi, #22D

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

The 1-room Wailea Ekahi, #22D Apartment, located in the Keawakapu Beach district of Wailea, just 1.3 km from Makena State Park, features views of the sea. With access to a tennis court, this spacious… More

From US$ 429 Book Now

Kamaole Sands 6-207 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 6-207 By Coldwell Banker Island Vacations Wailea apartment, which is merely 1.1 km from the Redline Rafting and only 14… More

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Maui Banyan H404

2575 S Kihei Road H404, Wailea (Maui), United States Show map

Maui Banyan H404 Apartment Wailea is also located merely 6 minutes' walk from the sandy Kamaole Beach Park II. More

From US$ 254 Book Now

Maui Banyan P409

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

The 1-room Maui Banyan P409 Apartment Wailea provides swift access to various city landmarks, such as Kamaole Beach Park 2, located only 6 minutes' walk away. Featuring a Jacuzzi, the apartment is… More

From US$ 159 Book Now

Polo Beach Club 502 By Coldwell Banker Island Vacations

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

Situated just 650 metres from Fairmont Kea Lani, the spacious 111 m² Polo Beach Club 502 By Coldwell Banker Island Vacations Wailea apartment offers a Jacuzzi for 6 visitors. The Polo Beach is only a… More

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Polo Beach Club 705 By Coldwell Banker Island Vacations

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

The 121 m² Polo Beach Club 705 By Coldwell Banker Island Vacations Wailea apartment is located just 250 m from the Polo Beach and about a 25-minute walk from The Shops at Wailea Outdoor Mall. More

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Wailea Elua, #0909

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

The 1-room Wailea Elua, #0909 Apartment is located around 10 minutes by car from Wailea Emerald Course and about 4 km from the Makena Landing Park. Welcoming guests with a hot tub, this spacious… More

From US$ 478 Book Now

Chic Maui Condo Steps From Beach & Ocean

P308, 2575 South Kihei Road, Wailea (Maui), United States Show map

Situated just 6 minutes' walk from Kamaole Beach Park 2, the spacious 1-bedroom Chic Maui Condo Steps From Beach & Ocean Wailea entices guests with a Jacuzzi. Area attractions include the expansive… More

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Wailea Ekahi 36B By Coldwell Banker Island Vacations

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

The spacious 1-bedroom Wailea Ekahi 36B By Coldwell Banker Island Vacations Apartment features a beachfront location approximately 25 minutes' walk from Wailea Emerald Course and hosts up to 4 guests… More

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Haleakala Shores A403 By Coldwell Banker Island Vacations

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

Overlooking the sea, the 109 m² Haleakala Shores A403 By Coldwell Banker Island Vacations Wailea apartment is just a 14-minute walk from the Keawakapu Beach in Wailea. Offering access to an outdoor… More

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Kihei Akahi C-607

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

Situated about 25 minutes' walk from the expansive Kalama Seaside Park, the spacious 1-bedroom Kihei Akahi C-607 Apartment Wailea provides guests with Wi-Fi for either business or leisure. Such… More

From US$ 219 Book Now

Maui Kamaole #G-101 Ocean View, Close To Beach, A/C, Hot Tub, Great Rates

2777 S. Kihei Rd., Maui Kamaole #G-101, Wailea (Maui), United States Show map

The spacious Maui Kamaole #G-101 Ocean View, Close To Beach, A/C, Hot Tub, Great Rates Wailea apartment is located in a residential area of Wailea, 2.6 km from the Lava Fields. The maximum occupancy… More

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Palms At Wailea #1803 Large Private Lanai, Spacious Unit, Wifi Great Location

3200 Wailea Alanui Dr., Palms At Wailea #1803, Wailea (Maui), United States Show map

The 95 m² Palms At Wailea #1803 Large Private Lanai, Spacious Unit, Wifi Great Location apartment is nestled in a residential area of Wailea, about 25 minutes' walk from the Redline Rafting and… More

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Maui Banyan T-305B

2575 South Kihei Road, Maui Banyan T-305, Wailea (Maui), United States Show map

Maui Banyan T-305B Apartment Wailea provides easy access to various city attractions, such as Kamaole Beach Park 2, situated just a 5-minute walk away. More

From US$ 804 Book Now

Makena Surf #F-102

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

The spacious 145 m² Makena Surf #F-102 Apartment Wailea offers a prime location, just 0.7 km from the Nahuna, and access to a tennis court for active guests. Maluaka Beach is approximately a 20… More

From US$ 1338 Book Now

Palms At Wailea 102 By Coldwell Banker Island Vacations

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

Situated 2.6 km from Polo Beach Park, the spacious Palms At Wailea 102 By Coldwell Banker Island Vacations Apartment provides guests with Wi-Fi for either business or leisure. The inclusion of a… More

From US$ 620 Book Now

Conveniently Located Two Bedroom Two Bath Hk319

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

The 102 m² Conveniently Located Two Bedroom Two Bath Hk319 Wailea apartment is located 2.9 km from the expansive Kalama Seaside Park and merely a 13-minute walk from Kamaole Beach Park 2. The maximum… More

From US$ 286 Book Now

B-204 Haleakala Shores

2619 S Kihei Rd #B-204, Wailea (Maui), United States Show map

Set in the Kamaole Beach district, 5 minutes' walk from Kihei Coastal Trail, the spacious B-204 Haleakala Shores Wailea apartment accommodates up to 8 guests. Wi-Fi is provided for both business and… More

From US$ 479 Book Now

Kamaole Sands 9-309

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

To enjoy your vacation in Wailea, stay at the spacious 76 m² Kamaole Sands 9-309 Wailea apartment, which is 2.4 km from the Kalama Park Pavilion and approximately 25 minutes' walk from Cove Park. The… More

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Palms At Wailea 303 By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 2-bedroom Palms At Wailea 303 By Coldwell Banker Island Vacations Apartment, which is 2.6 km from Polo Beach Park and approximately 25 minutes'… More

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Kamaole Sands #7-403 Great Rates, Garden And Partial Ocean Views, A/C

2695 S. Kihei Rd, Kamaole Sands #7-403, Wailea (Maui), United States Show map

The spacious 110 m² Kamaole Sands #7-403 Great Rates, Garden And Partial Ocean Views, A/C Wailea apartment is a good choice for accommodating up to 6 guests, offering a prime setting within 25… More

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Hale Kamaole, #215

2737 South Kihei Road One Bedroom / One Bath Garden View Condominium, Wailea (Maui), United States Show map

Featuring a prime location a 6-minute walk from Blue Water Rafting, the spacious Hale Kamaole, #215 Apartment Wailea accommodates up to 4 guests. Guests can relax in a private garden at this… More

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Kihei Akahi By Maui Rental Group

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

The 65 m² Kihei Akahi By Maui Rental Group Wailea apartment features convenient proximity to such city attractions as Kamaole Beach Park 2, situated nearly a 5-minute walk away. Wi-Fi is provided for… More

From US$ 253 Book Now

Maui Kamaole #A-109 Spacious, Ocean View, Full A/C, Across Kamaole Beach III

2777 S. Kihei Rd., Maui Kamaole #A-109, Wailea (Maui), United States Show map

Maui Kamaole #A-109 Spacious, Ocean View, Full A/C, Across Kamaole Beach III Wailea apartment features a prime location 800 metres from the Keawakapu Beach and hosts up to 4 guests. Wi-Fi is provided… More

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Kihei Akahi D615

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

To enjoy your vacation in Wailea, stay at Kihei Akahi D615 Wailea apartment, which is nearly 25 minutes' walk from the Lava Fields and a mere 1.6 km from Cove Park. More

From US$ 397 Book Now

Mana Kai #805 By Coldwell Banker Island Vacations

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

Featuring a beachfront location, the 2-room Mana Kai #805 By Coldwell Banker Island Vacations Apartment Wailea offers views of the sea, and is only a 9-minute walk from Kihei Coastal Trail. Situated… More

From US$ 778 Book Now

Wailea Elua 2109 By Coldwell Banker Island Vacations

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

The spacious 143 m² Wailea Elua 2109 By Coldwell Banker Island Vacations Apartment is just an 8-minute stroll from Makena State Park and welcomes guests with a hot tub. The Kamaole Beach Park III is… More

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Kamaole Sands 6-107 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 76 m² Kamaole Sands 6-107 By Coldwell Banker Island Vacations Wailea apartment, which is just 1.1 km from the Redline Rafting and nearly 25… More

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Ultimate Beach Retreat 2Bd Suite With Pool, Hot Tub

2575 South Kihei Road Apartment A103 A103, Wailea (Maui), United States Show map

The 2-room Ultimate Beach Retreat 2Bd Suite With Pool, Hot Tub Wailea lies in a prime location in Wailea, only a 6-minute walk from Kamaole Beach Park 2. Staying in this spacious apartment, nestled… More

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