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2026-11-04
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Wailea (Maui) Vacation Rentals

Palms At Wailea #1902 Garden View, A/C Throughout, Fast Wifi, Shared Hot Tub

3200 Wailea Alanui Dr., Palms At Wailea #1902, Wailea (Maui), United States Show map

The 111 m² Palms At Wailea #1902 Garden View, A/C Throughout, Fast Wifi, Shared Hot Tub Apartment is located in a residential area of Wailea around a 25-minute walk from the fringed Ulua Beach Park. More

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Maui Banyan P409

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

To enjoy your vacation in Wailea, stay at the 84 m² Maui Banyan P409 Apartment Wailea, which is 2.4 km from A Promise Made in Paradise and merely 11 minutes' walk from Rainbow Mall Kihei. Set a… More

From US$ 159 Book Now

Polo Beach Club 502 By Coldwell Banker Island Vacations

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

The spacious 112 m² Polo Beach Club 502 By Coldwell Banker Island Vacations Wailea apartment is located in Wailea, only 650 metres from Fairmont Kea Lani, and pampers guests with a Jacuzzi. Polo… More

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Rare Dual Suite At Wailea Ekahi

3300 Wailea Alanui Drive Unit 29A+B, Wailea (Maui), United States Show map

The 162 m² Rare Dual Suite At Wailea Ekahi features a prime location around a 25-minute walk from Wailea Emerald Course and hosts up to 6 guests. At this 2-bedroom apartment, Wi-Fi and a car park are… More

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Kamaole Sands #10-216 Best Location Ocean View, Hot Tub, Fitness Center

2695 S Kihei Rd, Kamaole Sands #10-216, Wailea (Maui), United States Show map

Offering a swimming pool, the spacious Kamaole Sands #10-216 Best Location Ocean View, Hot Tub, Fitness Center Wailea apartment is located 6 minutes' walk from Kihei Boat Landing. At this apartment… 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 a mere 250 metres from Polo Beach and around 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-bedroom Wailea Elua, #0909 Apartment is only a 9-minute walk from Makena State Park and welcomes guests with a hot tub. At this spacious apartment, Wi-Fi and private parking are also provided. 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 within 25 minutes' walk of Cove Park, the spacious 1-bedroom Chic Maui Condo Steps From Beach & Ocean Wailea provides guests with Wi-Fi for either business or leisure. This 60 m² apartment… More

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Haleakala Shores #A-208 Quiet Location Across Kamaole Beach #3, Great Rates

2619 S. Kihei Rd., Haleakala Shores #A-208, Wailea (Maui), United States Show map

Featuring a prime location, the spacious Haleakala Shores #A-208 Quiet Location Across Kamaole Beach #3, Great Rates Wailea apartment offers views of the ocean, and is 16 minutes' walk from Keawakapu… 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 merely 1.4 km from Wailea Tennis Club and hosts up to 4 guests. The apartment… More

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Kihei Akahi C-607

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

Situated a mere 1.5 km from Cove Park, the spacious 1-bedroom Kihei Akahi C-607 Apartment Wailea can host up to 2 guests in Wailea. Set fairly close to Kamaole Beach Park 2, this 65 m² apartment… More

From US$ 219 Book Now

Grand Champions #135, Shared Hot Tub, First Floor, Full A/C, Great Rates

155 Wailea Ike Pl., Grand Champions #135, Wailea (Maui), United States Show map

Located only 7 minutes' walk from Makena State Park and Wailea Town Center, the spacious 1-bedroom Grand Champions #135, Shared Hot Tub, First Floor, Full A/C, Great Rates Apartment Wailea features… More

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New Palms At Wailea Updated 2 Bedroom Garden-View Villa Car Included With 6 Nights Paw-1706 By Kbm

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

The spacious 2-bedroom New Palms At Wailea Updated 2 Bedroom Garden-View Villa Car Included With 6 Nights Paw-1706 By Kbm features a convenient location approximately 25 minutes' walk from Kamaole… More

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Maui Kamaole #A-210 Panoramic Ocean View, Full A/C, Across Kamaole Bch III

2777 S. Kihei Rd., Maui Kamaole #A-210, Wailea (Maui), United States Show map

Featuring a prime location around 5 minutes' walk from Kihei Boat Landing, the spacious 98 m² Maui Kamaole #A-210 Panoramic Ocean View, Full A/C, Across Kamaole Bch III Apartment Wailea accommodates… More

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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 boasts a prime setting and in a mere 5 minutes' walk from Redline Rafting. At this apartment… 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

Situated approximately 25 minutes' walk from Redline Rafting, the 95 m² Palms At Wailea #1803 Large Private Lanai, Spacious Unit, Wifi Great Location apartment can host up to 4 guests in Wailea. Also… More

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Wailea Ekahi #45-E Ocean View Beachfront Resort Great Rates, Pool, Near Beach

3300 Wailea Alanui Dr., Wailea Ekahi #45-E, Wailea (Maui), United States Show map

The spacious 88 m² Wailea Ekahi #45-E Ocean View Beachfront Resort Great Rates, Pool, Near Beach lies in a residential area, only 1.3 km from Keawakapu Beach and nearly 25 minutes on foot from Kihei… More

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Maui Kamaole #I-114 Renovated And Upgraded, Full A/C, Across From The Beach

2777 S Kihei Rd., Maui Kamaole #I-114, Wailea (Maui), United States Show map

The 79 m² Maui Kamaole #I-114 Renovated And Upgraded, Full A/C, Across From The Beach Wailea apartment is located in the residential area of Wailea, merely 8 minutes' walk from Kamaole Beach Park III… More

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Palms At Wailea #1605 Tropical Garden View Ground Floor, Wifi, Shared Hot Tub

3200 Wailea Alanui Dr., Palms At Wailea #1605, Wailea (Maui), United States Show map

The spacious Palms At Wailea #1605 Tropical Garden View Ground Floor, Wifi, Shared Hot Tub Apartment is situated in a residential area of Wailea, offering a Jacuzzi, a 10-minute drive from Wailea… More

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Maui Kamaole #J-120 Oceanview. Grd Flr Unit Near Kamaole III Beach, Full A/C

2777 S Kihei Rd., Maui Kamaole #J-120, Wailea (Maui), United States Show map

The spacious Maui Kamaole #J-120 Oceanview. Grd Flr Unit Near Kamaole III Beach, Full A/C Wailea apartment is merely a 5-minute walk from Redline Rafting and welcomes guests with a Jacuzzi. Wi-Fi and… More

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Wailea Ekolu #306 Panoramic Ocean Views On Wailea Golf Course, Wifi, A/C

100 Wailea Ike Dr., Wailea Ekolu #306, Wailea (Maui), United States Show map

The 100 m² Wailea Ekolu #306 Panoramic Ocean Views On Wailea Golf Course, Wifi, A/C Apartment is nestled in a residential area of Wailea, right near Wailea Old Blue Clubhouse. This spacious apartment… More

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Wailea Ekolu #906 Great Location, Panoramic Ocean View, Private, Full A/C

10 Wailea Ekolu Pl., Wailea Ekolu #906, Wailea (Maui), United States Show map

The 2-bedroom Wailea Ekolu #906 Great Location, Panoramic Ocean View, Private, Full A/C Apartment is situated in a residential area of Wailea, nearly a 25-minute walk from the Half - mile - long Ulua… 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 is also located only 0.7 km from Hawaiian Moons Natural Foods. Guests can lounge by a swimming pool before taking a cooling dip. 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 171 m² Makena Surf #F-102 Apartment Wailea is situated in the Makena district of Wailea, within 5 minutes' walk of Makena's Golf Course. Set in proximity to Nahuna, the 2-bedroom… 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

To enjoy your vacation in Wailea, stay at the spacious 2-bedroom Palms At Wailea 102 By Coldwell Banker Island Vacations Apartment, which is 2.6 km from Polo Beach Park and around 10 minutes by car… More

From US$ 620 Book Now

Conveniently Located Two Bedroom Two Bath Hk319

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

Offering an outdoor swimming pool, the 102 m² Conveniently Located Two Bedroom Two Bath Hk319 Wailea apartment is located a mere 5 minutes' walk from Kihei Boat Landing. This 2-bedroom apartment… 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 1-bedroom Kamaole Sands 9-309 Wailea apartment, which is 2.4 km from Kalama Park Pavilion and nearly 25 minutes' walk from Cove Park. The… More

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Grand Champions #79 Renovated Ground Floor, Ocean And Golf Course Views

155 Wailea Ike Pl., Grand Champions #79, Wailea (Maui), United States Show map

The spacious 84 m² Grand Champions #79 Renovated Ground Floor, Ocean And Golf Course Views Apartment Wailea is within easy reach of Olavine Spa & Salon and can accommodate up to 4 guests. 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 nearly 25 minutes' walk… More

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Maui Banyan #Q-109C Garden View, A/C, Great Location Near Kam Beach II

2575 S. Kihei Rd, Maui Banyan #Q-109B, Wailea (Maui), United States Show map

The spacious 84 m² Maui Banyan #Q-109C Garden View, A/C, Great Location Near Kam Beach II Wailea apartment lies in a residential area, only 1.7 km from Cove Park and only 8 minutes on foot from… 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 lies in a residential area, within 25 minutes' walk of Foodland Kihei and merely 400 metres… 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 convenient location a 6-minute walk from Blue Water Rafting, the spacious Hale Kamaole, #215 Apartment Wailea accommodates up to 4 guests. Wi-Fi and parking are also available at this… More

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Kihei Akahi By Maui Rental Group

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

The spacious 1-bedroom Kihei Akahi By Maui Rental Group Wailea apartment offers easy entry to such city sights as Kamaole Beach Park 2, situated nearly a 5-minute walk away. The apartment features Wi… 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 is located merely a 10-minute walk from Keawakapu Beach and 300 metres from Kihei Boat Landing. Offering… 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 Lava Fields and a mere 1.6 km from Cove Park. More

From US$ 397 Book Now

Maui Kamaole #K-204 Fully Renovated, Steps To The Pool, Kamaole III Beach

2777 S. Kihei Rd, Maui Kamaole #K-204, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 2-bedroom Maui Kamaole #K-204 Fully Renovated, Steps To The Pool, Kamaole III Beach Wailea apartment, which is 2.2 km from Cove Park and… More

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Wailea Ekahi #34-C Updated, Full A/C, Near Keawakapu Beach And Pool, Wifi

3300 Wailea Alanui Dr., Wailea Ekahi #34-C, Wailea (Maui), United States Show map

The spacious 109 m² Wailea Ekahi #34-C Updated, Full A/C, Near Keawakapu Beach And Pool, Wifi apartment lies in a residential area, only 1.6 km from Redline Rafting and approximately 25 minutes on… More

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Mana Kai #805 By Coldwell Banker Island Vacations

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

The 2-bedroom Mana Kai #805 By Coldwell Banker Island Vacations Apartment Wailea enjoys a beachfront location only an 8-minute walk from Redline Rafting. The spacious 71 m² apartment provides an… More

From US$ 778 Book Now

Ultimate Beach Retreat 2Bd Suite With Pool, Hot Tub

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

The spacious 2-room Ultimate Beach Retreat 2Bd Suite With Pool, Hot Tub Wailea enjoys a prime location only a 6-minute walk from the sandy Kamaole Beach Park II. At this 2-bedroom apartment, Wi-Fi… More

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Polo Beach Club 402 By Coldwell Banker Island Vacations

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

The spacious 2-bedroom Polo Beach Club 402 By Coldwell Banker Island Vacations Wailea apartment features a beachfront location around 25 minutes' walk from Mokapu Beach and hosts up to 5 guests. More

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Maui Parkshore 315 By Coldwell Banker Island Vacations

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

The spacious 83 m² Maui Parkshore 315 By Coldwell Banker Island Vacations Wailea apartment boasts a prime location merely a 9-minute stroll from Kihei Boat Ramp. The 2-bedroom apartment features Wi… More

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Kamaole Sands 10-205 Ocean View, Fountain View, Great Location, Great Rates!

2695 S Kihei Rd, Kamaole Sands #10-205, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious Kamaole Sands 10-205 Ocean View, Fountain View, Great Location, Great Rates! Wailea apartment, which is just 1.8 km from Cove Park and… More

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Palms At Wailea 1704 By Coldwell Banker Island Vacations

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

The spacious 112 m² Palms At Wailea 1704 By Coldwell Banker Island Vacations Apartment is located approximately a 10-minute drive from Kamaole Beach Park III and offers Wi-Fi for either business or… More

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Kihei Surfside, #113

200 E. La Bonte St, # 216, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Kihei Surfside, #113 Apartment Wailea, which is only 0.7 km from Kihei Coastal Trail and approximately 25 minutes' walk from the… More

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Ground Floor Garden View Unit With Great Amenities Kadg15

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

The 87 m² Ground Floor Garden View Unit With Great Amenities Kadg15 Apartment Wailea is situated about a 20-minute walk from Keawakapu Beach and offers an outdoor swimming pool. Wi-Fi and a car park… More

From US$ 413 Book Now

Wailea Ekahi 5E By Coldwell Banker Island Vacations

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

The spacious 1-bedroom Wailea Ekahi 5E By Coldwell Banker Island Vacations Apartment is a good choice for accommodating up to 3 guests, offering a beachfront setting nearly 25 minutes' walk from… More

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Hoolei 55-2 By Coldwell Banker Island Vacations

55-2 Kiloa Street, Wailea (Maui), United States Show map

Featuring a convenient location approximately a 5-minute walk from Na Pua Gallery, the 3-bedroom Hoolei 55-2 By Coldwell Banker Island Vacations Apartment Wailea accommodates up to 8 guests. This 243… More

From US$ 1137 Book Now

Maui Banyan By Maui Rental Group

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

The spacious Maui Banyan By Maui Rental Group Wailea apartment boasts views of the garden and is located 20 minutes' walk from Cove Park. This apartment can hold up to 4 guests. More

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Kamaole Sands #3-404 Ocean View, Renovated, Large Lanai! Near Beach, A/C!

2695 S. Kihei Rd., Kamaole Sands #3-404, Wailea (Maui), United States Show map

The 110 m² Kamaole Sands #3-404 Ocean View, Renovated, Large Lanai! Near Beach, A/C! Wailea apartment is located in a residential area of Wailea, about a 25-minute walk from Foodland Kihei. Boasting… More

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