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2026-11-03
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Wailea (Maui) Vacation Rentals

Palms At Wailea 1405 By Coldwell Banker Island Vacations

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

Situated a 25-minute walk from Mokapu Beach, the spacious Palms At Wailea 1405 By Coldwell Banker Island Vacations Apartment offers a hot tub for 6 visitors. Wi-Fi is available for guests' business… More

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Grand Champions 60 By Coldwell Banker Island Vacations

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

Situated nearly 5 minutes' walk from Wailea Town Center, the spacious 2-bedroom Grand Champions 60 By Coldwell Banker Island Vacations Apartment Wailea offers a hot tub for up to 6 guests. The… More

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Hoolei 17-1 By Coldwell Banker Island Vacations

17 Makakehau St, Wailea (Maui), United States Show map

Situated nearly 5 minutes' walk from Spa at the Four Seasons Maui at Wailea, the spacious 3-bedroom Hoolei 17-1 By Coldwell Banker Island Vacations Apartment Wailea offers a Jacuzzi for up to 8… More

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Wailea Elua, #2202

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

The spacious 126 m² Wailea Elua, #2202 Apartment is a mere 9 minutes' stroll from Makena State Park and welcomes guests with a Jacuzzi. Wailea Emerald Course is 2.7 km from the 2-bedroom apartment… More

From US$ 1100 Book Now

Hale Kamaole #170, Fully Renovated, Ground Floor, Full A/C, Near Kamaole III

2737 S. Kihei Rd., Hale Kamaole #170, Wailea (Maui), United States Show map

Featuring a prime location a 5-minute walk from Kihei Boat Landing, the spacious Hale Kamaole #170, Fully Renovated, Ground Floor, Full A/C, Near Kamaole III Apartment Wailea accommodates up to 4… More

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Kamaole Sands #10-313 Ocean View, Large Lanai, Walk To The Beach

2695 S Kihei Rd, Kamaole Sands #10-313, Wailea (Maui), United States Show map

The spacious 76 m² Kamaole Sands #10-313 Ocean View, Large Lanai, Walk To The Beach Wailea apartment lies in a residential area, only 0.8 km from Kihei Boat Ramp and merely 8 minutes on foot from… More

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Palms At Wailea #308 Full Renovated In 2023, Open Layout, Wifi, Ac Throughout

3200 Wailea Alanui Dr., Palms At Wailea #308, Wailea (Maui), United States Show map

The spacious 95 m² Palms At Wailea #308 Full Renovated In 2023, Open Layout, Wifi, Ac Throughout apartment lies in a residential area, 2.3 km from the Sandy Wailea Public Beach and nearly a 10-minute… More

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Kihei Akahi D-115

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

Featuring a prime location, the 2-bedroom Kihei Akahi D-115 Apartment Wailea offers views of the garden, nearly a 5-minute walk from Maui Fine Art. This 87 m² apartment, suitable for a maximum of 6… More

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Hale Kamaole 2-113- Ground Floor Updated Kihei Gem, 300Steps To Beach

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

Hale Kamaole 2-113- Ground Floor Updated Kihei Gem, 300Steps To Beach Wailea apartment is nestled in the Kamaole Beach district, 14 minutes' walk from the quick bites 808 Deli. More

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First Floor With Ocean Views Just A Short Walk To Beach

2777 South Kihei Road G111, Wailea (Maui), United States Show map

Situated only a 6-minute stroll from Kihei Boat Landing, the spacious 97 m² First Floor With Ocean Views Just A Short Walk To Beach Wailea apartment offers a Jacuzzi for up to 4 guests. It enjoys a… More

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

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

The spacious 60 m² Maui Banyan #Q-109B Garden View, A/C, Great Location Near Kam Beach II Wailea apartment is situated in a residential area of Wailea, offering a Jacuzzi, within 1 km of Kihei Boat… More

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Kihei Akahi C407- Partial Ocean View Kihei Condo Across From Beach

2531 South Kihei Road C407, Wailea (Maui), United States Show map

Offering a swimming pool, Kihei Akahi C407- Partial Ocean View Kihei Condo Across From Beach Wailea is situated a 19-minute walk from the neighborhood Charley Young Beach. Wi-Fi and private car… More

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Kamaole Sands 9-310 By Coldwell Banker Island Vacations

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

The spacious 1-bedroom Kamaole Sands 9-310 By Coldwell Banker Island Vacations Wailea apartment is only 0.7 km from Kamaole Beach Park III and can accommodate up to 4 guests. Makena State Park is not… More

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Polo Beach Club 405 By Coldwell Banker Island Vacations

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

Situated within 5 minutes' walk of Polo Beach, the spacious 123 m² Polo Beach Club 405 By Coldwell Banker Island Vacations Wailea apartment offers a Jacuzzi for up to 6 guests. Makena Landing Park is… More

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Maui Kamaole H-109 Full A/C Front Row Oceanview, Steps From Kamaole III Beach

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

Featuring a swimming pool, the spacious Maui Kamaole H-109 Full A/C Front Row Oceanview, Steps From Kamaole III Beach Wailea apartment is a 6-minute walk from Kihei Boat Ramp. Wi-Fi and parking are… More

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Kihei Akahi #B-203 Second Floor, Steps From Kamaole Beach Ii, A/C Throughout

2531 S. Kihei Road, Kihei Akahi #B-203, Wailea (Maui), United States Show map

The spacious 82 m² Kihei Akahi #B-203 Second Floor, Steps From Kamaole Beach Ii, A/C Throughout Wailea apartment is nestled in a residential area of Wailea, around 5 minutes' walk from Kamaole Beach… More

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Haleakala Shores #B-301 Across From Kamaole Lll, View Of Pool Ocean, Quiet

2619 S. Kihei Road, Haleakala Shores #B-301, Wailea (Maui), United States Show map

Haleakala Shores #B-301 Across From Kamaole Lll, View Of Pool Ocean, Quiet Wailea apartment is nestled in a residential area of Wailea, 2.2 km from Kalama Park Pavilion and about a 25-minute walk… More

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Maui Banyan #H-407 Ocean View, Full A/C, Great Locations Near Kam Beach III

2575 S Kihei Rd, Maui Banyan #H-407, Wailea (Maui), United States Show map

Featuring a prime location a 6-minute walk from Maui Fine Art, the spacious Maui Banyan #H-407 Ocean View, Full A/C, Great Locations Near Kam Beach III Wailea apartment accommodates up to 4 guests. More

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Kihei Surfside, #205

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

Located nearly a 5-minute stroll from Keawakapu Beach, the spacious 68 m² Kihei Surfside, #205 Apartment Wailea accommodates up to 4 guests. Enjoying a prime setting, the 1-bedroom apartment lies… More

From US$ 548 Book Now

Wailea Elua 207 Ocean View, Ground Floor, Wailea Beach Path Close, A/C

3600 Wailea Alanui Dr., Wailea Elua #207, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 89 m² Wailea Elua 207 Ocean View, Ground Floor, Wailea Beach Path Close, A/C apartment, which is 2.2 km from Keawakapu Beach and about a 10… More

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Maui Kamaole #C-210 Great Location, Spacious, Tropical Garden View, Full A/C

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

Maui Kamaole #C-210 Great Location, Spacious, Tropical Garden View, Full A/C Wailea apartment offers setting in a residential area of Wailea, approximately 5 minutes' walk from Redline Rafting. More

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Wailea Elua, #1204

1002 Highway 98 East, Wailea (Maui), United States Show map

The 126 m² Wailea Elua, #1204 Apartment is located 3.5 km from Nahuna and approximately a 25-minute walk from Kihei Boat Ramp. Welcoming guests with a Jacuzzi, this 2-bedroom apartment lies within… More

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Maui Kamaole #A-201 Ocean View, A/C Throughout, Wifi, Across Kamaole Bch III

2777 S. Kihei Road, Maui Kamaole #A-201, Wailea (Maui), United States Show map

The spacious Maui Kamaole #A-201 Ocean View, A/C Throughout, Wifi, Across Kamaole Bch III Apartment Wailea is a 5-minute walk from Redline Rafting and can accommodate up to 4 guests. Also, there is a… More

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Luxury Oceanview Wailea Retreat With Sunset Views

155 Wailea Ike Place 83, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 1000 m² Luxury Oceanview Wailea Retreat With Sunset Views Apartment, which is only 9 minutes' walk from Wailea Tennis Club and only 1 km from… More

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Maui Banyan A - 5 Min Walk To Beach, Pool, Ac

2575 S Kihei Rd Q102, Wailea (Maui), United States Show map

Located a mere 5 minutes on foot from the sandy Kamaole Beach Park II, the spacious 65 m² Maui Banyan A - 5 Min Walk To Beach, Pool, Ac Wailea apartment accommodates up to 4 guests. The 1-bedroom… More

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Kamaole Sands 6-101 Completely Renovated Garden View Inner Court Central Ac

2695 S. Kihei Rd., Kamaole Sands #6-101, Wailea (Maui), United States Show map

The 76 m² Kamaole Sands 6-101 Completely Renovated Garden View Inner Court Central Ac Wailea apartment is located in the residential area of Wailea, merely 8 minutes' walk from Kamaole Beach Park III… More

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Beautiful Central Kihei Two Bedroom

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

To enjoy your vacation in Wailea, stay at the spacious 83 m² Beautiful Central Kihei Two Bedroom Wailea apartment, which is approximately a 10-minute drive from the Sandy Wailea Public Beach and… More

From US$ 275 Book Now

Wailea Elua, #0802

69-180 Waikoloa Beach Dr, Wailea (Maui), United States Show map

The 1-bedroom Wailea Elua, #0802 Apartment is also located approximately a 5-minute walk from Makena State Park. Boasting a Jacuzzi, this spacious apartment, suitable for 6 guests, is within reach of… More

From US$ 1283 Book Now

Maui Banyan A-202 Unit A

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

The 37 m² Maui Banyan A-202 Unit A Apartment Wailea is situated 19 minutes' walk from Keawakapu Beach and offers an outdoor swimming pool. Welcoming guests with a Jacuzzi, this apartment lies in… More

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Wailea Ekolu 1603 By Coldwell Banker Island Vacations

10 Wailea Ekolu Place, Wailea (Maui), United States Show map

Offering an outdoor swimming pool, the spacious Wailea Ekolu 1603 By Coldwell Banker Island Vacations Apartment is situated 25 minutes' walk from the Sandy Wailea Public Beach. Wi-Fi and a car park… More

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Maui Kamaole #A-101 Coveted Front Row With Ocean View, Wifi, A/C Throughout

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

Due to its location in the residential area of Wailea, the 79 m² Maui Kamaole #A-101 Coveted Front Row With Ocean View, Wifi, A/C Throughout Apartment Wailea is only a 6-minute walk from Blue Water… More

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Maui Kamaole #K-103 Quiet Location, Steps From Resort Pool, A/C, Near Beach

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

Located merely 8 minutes on foot from Kamaole Beach Park III, the spacious 79 m² Maui Kamaole #K-103 Quiet Location, Steps From Resort Pool, A/C, Near Beach Wailea accommodates up to 4 guests. More

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Wailea Grand Champion, #90

155 Wailea Ike Place Two Bedroom / Two Bath Condominium, Wailea (Maui), United States Show map

The spacious 107 m² Wailea Grand Champion, #90 Apartment is merely a 7-minute stroll from The Shops at Wailea Outdoor Mall and welcomes guests with a Jacuzzi. The 2-bedroom apartment is 3.3 km from… More

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Maui Banyan G106 By Coldwell Banker Island Vacations

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

The spacious 60 m² Maui Banyan G106 By Coldwell Banker Island Vacations Apartment Wailea is a mere 5 minutes on foot from the sandy Kamaole Beach Park II and can accommodate up to 4 guests. Lava… More

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Wailea Ekolu 104 By Coldwell Banker Island Vacations

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

The spacious Wailea Ekolu 104 By Coldwell Banker Island Vacations Apartment is located 1.6 km from the Sandy Wailea Public Beach and a 9-minute walk from Ki'i Gallery. At this apartment, Wi-Fi and… More

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Palms At Wailea 1201 By Coldwell Banker Island Vacations

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

Featuring modern amenities such as Wi-Fi, the spacious 115 m² Palms At Wailea 1201 By Coldwell Banker Island Vacations Apartment offers a convenient location near a gallery. The centre of Wailea is… More

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Wailea Ekolu 208 By Coldwell Banker Island Vacations

10 Wailea Ekolu Place, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Wailea Ekolu 208 By Coldwell Banker Island Vacations Apartment, which is merely 1.2 km from The Shops at Wailea Outdoor Mall and about… More

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Maui Banyan G310C

2575 South Kihei Road Unit#G310C, Wailea (Maui), United States Show map

Located just a 5-minute walk from Kamaole Beach Park 2, Maui Banyan G310C Apartment Wailea gives quick access to various tourist spots in the vicinity. More

From US$ 224 Book Now

Kamaole Sands #9-205 Central A/C, Luxe Upgrades Short Walk To Beach Pool

2695 S. Kihei Rd, Kamaole Sands #9-205, Wailea (Maui), United States Show map

The spacious Kamaole Sands #9-205 Central A/C, Luxe Upgrades Short Walk To Beach Pool Wailea apartment is located a mere 1.2 km from Kihei Coastal Trail and 10 minutes by car from Saint Theresa Roman… More

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Relaxing Maui Getaway With Pool & Steps To Beach

2695 South Kihei Road 4-106, Wailea (Maui), United States Show map

With a Jacuzzi, the spacious 76 m² Relaxing Maui Getaway With Pool & Steps To Beach Wailea apartment includes a fitness club and views of the garden. Makena State Park is 2.9 km from the 1-bedroom… More

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Maui Kamaole #H-211 Ocean View, Full A/C, Newly Renovated Close To Beach

2777 S. Kihei Rd., Maui Kamaole #H-211, Wailea (Maui), United States Show map

The spacious 98 m² Maui Kamaole #H-211 Ocean View, Full A/C, Newly Renovated Close To Beach Wailea apartment is only an 8-minute stroll from Kamaole Beach Park III and can accommodate up to 6 guests.… More

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Polo Beach Club 805 By Coldwell Banker Island Vacations

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

The spacious 2-bedroom Polo Beach Club 805 By Coldwell Banker Island Vacations Wailea apartment offers a beachfront location approximately 5 minutes' walk from Polo Beach. Set right around the corner… More

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Kihei Akahi C-609 By Coldwell Banker Island Vacations

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

The 61 m² Kihei Akahi C-609 By Coldwell Banker Island Vacations Apartment Wailea is located 3.7 km from Saint Theresa Roman Catholic Church and merely a 14-minute walk from Redline Rafting. Offering… More

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Wailea Elua 2305 By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the 2-bedroom Wailea Elua 2305 By Coldwell Banker Island Vacations Apartment, which is just 1.3 km from the Sandy Wailea Public Beach and around 25 minutes'… More

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Maui Banyan Sleeps 8 Ground Floornear Beach

2575 South Kihei Road Q102, Wailea (Maui), United States Show map

Maui Banyan Sleeps 8 Ground Floornear Beach Wailea apartment is only a 5-minute walk from the sandy Kamaole Beach Park II and welcomes guests with a Jacuzzi. The spacious apartment features Wi-Fi… More

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Grand Champions Villas Ocean View 2 Bedroom Sleeps 8 Complimentary Car With 6 Nights Gch Ml-1493 By Kbm

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

The spacious 196 m² Grand Champions Villas Ocean View 2 Bedroom Sleeps 8 Complimentary Car With 6 Nights Gch Ml-1493 By Kbm Wailea apartment is a good choice for accommodating up to 8 guests… More

From US$ 806 Book Now

Makena Surf, #G-104

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

The spacious 150 m² Makena Surf, #G-104 Apartment Wailea is only 9 minutes' stroll from Nahuna and welcomes guests with a Jacuzzi. The 2-bedroom apartment is located in the Makena district of Wailea,… More

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Maui Kamaole M207 By Coldwell Banker Island Vacations

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

The spacious 2-bedroom Maui Kamaole M207 By Coldwell Banker Island Vacations Apartment Wailea boasts a prime location just 0.7 km from Kihei Boat Ramp. Providing playground, grill, and a dining table… More

From US$ 235 Book Now

Grand Champions #50, Great Location Near Pool And Hot Tub, Ac Throughout

155 Wailea Ike Place, Grand Champions #50, Wailea (Maui), United States Show map

The 2-bedroom Grand Champions #50, Great Location Near Pool And Hot Tub, Ac Throughout Apartment Wailea is situated in a residential area of Wailea and gives access to Makena State Park, which is… More

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Wailea Ekahi 13-F

3300 Wailea Alanui Drive Unit 13-F, Wailea (Maui), United States Show map

The spacious Wailea Ekahi 13-F Apartment features a prime location a 25-minute walk from Mokapu Beach and hosts up to 4 guests. Wi-Fi and a car park are also available at this apartment. More

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