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2026-07-24
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Wailea (Maui) Vacation Rentals

Makena Surf, #E-202

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

Located merely a 9-minute walk from the Nahuna, the 145 m² Makena Surf, #E-202 Apartment Wailea accommodates up to 6 guests. Set in close proximity to the Makena Snorkeling Beach, this 2-bedroom… More

From US$ 1045 Book Now

Wailea Elua 2007 By Coldwell Banker Island Vacations

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

The spacious Wailea Elua 2007 By Coldwell Banker Island Vacations Apartment is located in Wailea, 18 minutes' walk from the Mokapu Beach, and pampers guests with a Jacuzzi. Offering access to an… More

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Maui Banyan H205 By Coldwell Banker Island Vacations

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

Located just 600 metres from the Kamaole Beach Park III, the spacious 60 m² Maui Banyan H205 By Coldwell Banker Island Vacations Apartment Wailea accommodates up to 4 guests. The 1-bedroom apartment… More

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Palms At Wailea 403 By Coldwell Banker Island Vacations

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

The spacious Palms At Wailea 403 By Coldwell Banker Island Vacations Apartment is situated in Wailea, 3.5 km from Cove Park, and offers spa amenities such as a Jacuzzi. Wi-Fi and a private parking… More

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Kbm Resorts Free Car Wailea Elua Village Ocean View Spacious 2-Bedroom Condo Wev-2103

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

The 2-room Kbm Resorts Free Car Wailea Elua Village Ocean View Spacious 2-Bedroom Condo Wev-2103 boasts a beachfront location merely 0.7 km from The Shops at Wailea Outdoor Mall. With a Jacuzzi on… More

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Palms At Wailea 1203 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 111 m² Palms At Wailea 1203 By Coldwell Banker Island Vacations Apartment, which is approximately a 10-minute drive from the Mokapu Beach and… More

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New Wailea Ekahi One-Bedroom Remodeled Luxury Condo With Designer Amenities And Complimentary Rental Car Included Wkv-45C By Kbm Resorts

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

Featuring a prime location, the 1-room New Wailea Ekahi One-Bedroom Remodeled Luxury Condo With Designer Amenities And Complimentary Rental Car Included Wkv-45C By Kbm Resorts offers views of the… More

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Kamaole Sands 4-211

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

To enjoy your vacation in Wailea, stay at Kamaole Sands #04-211 Apartment Wailea, which is within 25 minutes' walk of A Promise Made in Paradise and around 2 km from the Keawakapu Beach. More

From US$ 236 Book Now

Wailea Ekolu 908 By Coldwell Banker Island Vacations

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

Featuring a prime location, the 2-room Wailea Ekolu 908 By Coldwell Banker Island Vacations Apartment offers views of the sea, and is just 1.5 km from Wailea Emerald Course. This spacious apartment… More

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Wailea Ekahi, #19A

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

Situated about 25 minutes' walk from A Promise Made in Paradise, the spacious 2-bedroom Wailea Ekahi, #19A Apartment can host up to 7 guests in Wailea. Also, there is a heated swimming pool to ensure… More

From US$ 1258 Book Now

Kbm Resorts Free Car Wailea Elua 2-Bedroom Condo Condo With Luxury Amenities Wev-2009

3600 Wailea Alanui Unit 2009, Wailea (Maui), United States Show map

Located 700 metres from The Shops at Wailea Outdoor Mall, Kbm Resorts Free Car Wailea Elua 2-Bedroom Condo Condo With Luxury Amenities Wev-2009 accommodates up to 6 guests. The spacious apartment… More

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Grand Champions 141 By Coldwell Banker Island Vacations

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

The 84 m² Grand Champions 141 By Coldwell Banker Island Vacations Apartment Wailea enjoys a convenient location just a 9-minute walk from Makena State Park. Boasting a Jacuzzi, this 1-bedroom… More

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Grand Champions 164 By Coldwell Banker Island Vacations

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

Situated only 0.9 km from the Eclectic Image Gallery Maui, the 2-room Grand Champions 164 By Coldwell Banker Island Vacations Apartment Wailea can host up to 6 guests in Wailea. The spacious 98 m²… More

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New Kbm Resorts Free Car Grand Champions Remodeled 1-Bedroom Villa In The Heart Of Wailea Gch-121

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

98 m² New Kbm Resorts Free Car Grand Champions Remodeled 1-Bedroom Villa In The Heart Of Wailea Gch-121 is located 2.1 km from Wailea Golf Club and just a 12-minute walk from the Enchantress Gallery… More

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Mana Kai 311C

2960 South Kihei Road Unit#311C, Wailea (Maui), United States Show map

The spacious 2-bedroom Mana Kai 311C Apartment Wailea is located in the Keawakapu Beach district of Wailea, nearly 5 minutes' walk from Keawakapu Beach North. Wi-Fi is provided for both business and… More

From US$ 468 Book Now

Makena Surf, #E-303

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

The 145 m² Makena Surf, #E-303 Apartment Wailea is located only 1.2 km from the scenic 18-hole resort Wailea Gold Course and about a 25-minute walk from Polo Beach Park. While staying in this 2… More

From US$ 1410 Book Now

Makena Surf, #F-111

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

The 2-room Makena Surf, #F-111 Apartment Wailea lies in a prime location in Wailea, only 5 minutes' walk from the Makena Golf Course. Offering access to a swimming pool, the spacious 145 m² apartment… More

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Kamaole Sands 8-204- Kihei Resort Condo, Ac, Across Street From Beach

2695 South Kihei Road 8-204, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Kamaole Sands 8-204- Kihei Resort Condo, Ac, Across Street From Beach Wailea, which is about 10 minutes' walk from the Kamaole Beach… More

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Kamaole Sands #10-111 Ocean View, Inner Court, Ground Floor, Close To Beach

2695 S. Kihei Rd., Kamaole Sands #10-111, Wailea (Maui), United States Show map

The spacious 76 m² Kamaole Sands #10-111 Ocean View, Inner Court, Ground Floor, Close To Beach Wailea apartment is nestled in a residential area of Wailea, around 5 minutes' walk from Kamaole Beach… More

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Wailea Ekolu, #401

10 Wailea Ekolu Place Two Bedroom / Two Bath Ocean View Condominium, Wailea (Maui), United States Show map

Situated approximately 20 minutes' walk from the Mokapu Beach, the spacious 2-bedroom Wailea Ekolu, #401 Apartment provides guests with Wi-Fi for either business or leisure. Offering access to a… More

From US$ 795 Book Now

Maui Banyan G302 By Coldwell Banker Island Vacations

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

The 84 m² Maui Banyan G302 By Coldwell Banker Island Vacations Apartment Wailea is located in Wailea, about a 15-minute walk from the Kihei Boat Ramp, and boasts a Jacuzzi. Wi-Fi and private parking… More

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Grand Champions 108

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

Situated only 0.9 km from the Enchantress Gallery By Bootzie, the spacious 84 m² Grand Champions 108 Apartment Wailea offers a Jacuzzi for 2 visitors. The 1-bedroom apartment is within 25 minutes'… More

From US$ 1235 Book Now

Palms At Wailea #603 Fully Air Conditioned, Great Rates, Near Great Beaches

3200 Wailea Alanui Dr., Palms At Wailea #603, Wailea (Maui), United States Show map

The spacious 111 m² Palms At Wailea #603 Fully Air Conditioned, Great Rates, Near Great Beaches apartment features a prime location around 25 minutes' walk from the Olavine Spa & Salon and hosts up… More

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Luxury 3 Bedroom Penthouse With Panoramic Ocean Views At Wailea Beach Villas Complimentary Rental Car Wbv-Ph412 By Kbm Resorts

3800 Wailea Alanui Drive, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 3-bedroom New Luxury 3 Bedroom Penthouse With Panoramic Ocean Views At Wailea Beach Villas Complimentary Rental Car Wbv-Ph412 By Kbm Resorts… More

From US$ 6716 Book Now

Kihei Surfside, #310

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

Featuring a convenient location within 5 minutes' walk of Blue Water Rafting, the spacious 1-bedroom Kihei Surfside, #310 Apartment Wailea accommodates up to 2 guests. Wi-Fi is provided for both… More

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Maui Kamaole F-204

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

To enjoy your vacation in Wailea, stay at the spacious 2-bedroom Maui Kamaole F-204 Apartment Wailea, which is 750 m from Surf Shack and 2.3 km from the neighborhood Charley Young Beach. Providing a… More

From US$ 464 Book Now

Maui Kamaole, #H-208

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

The spacious 98 m² Maui Kamaole, #H-208 Apartment Wailea boasts a prime location approximately 5 minutes on foot from the Redline Rafting. The maximum occupancy at the 2-bedroom apartment is 6 guests. More

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Maui Kamaole B214

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

To enjoy your vacation in Wailea, stay at Maui Kamaole B214 Wailea apartment, which is 1.4 km from the Kihei Boat Landing and a 10-minute drive from Makena State Park. More

From US$ 342 Book Now

Kihei Surfside, #213

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

Located 8 minutes' walk from the Redline Rafting and Kihei Coastal Trail, the spacious Kihei Surfside, #213 Apartment Wailea features views of the sea. Wi-Fi and a private parking lot are among the… More

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Gorgeous Luxury Ocean View 1 Bedroom Kamaole Sands 10-304

2695 S. Kihei Rd Unit 10-304, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 76 m² Gorgeous Luxury Ocean View 1 Bedroom Kamaole Sands 10-304 Wailea apartment, which is only 1.8 km from Kilohana Park and approximately a 10… More

From US$ 917 Book Now

Wailea Elua, #0807

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

Located approximately 700 metres from Makena State Park, the spacious 118 m² Wailea Elua, #0807 Apartment accommodates up to 2 guests. The 1-bedroom apartment enjoys a beachfront location, within a 4… More

From US$ 478 Book Now

Grand Champions 68 By Coldwell Banker Island Vacations

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

Situated 25 minutes' walk from the Mokapu Beach, the spacious Grand Champions 68 By Coldwell Banker Island Vacations Apartment Wailea offers a hot tub for 4 visitors. Wi-Fi and a private parking lot… More

From US$ 254 Book Now

Maui Parkshore 312

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

Maui Parkshore #312 Apartment Wailea is located only 400 metres from Kamaole Beach Park 2 and an 18-minute stroll from the Redline Rafting. More

From US$ 361 Book Now

Wailea Elua, #0105

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

The spacious Wailea Elua, #0105 Apartment offers views of the sea and a location a 13-minute walk from Wailea Tennis Club. This apartment with a Jacuzzi is a short way from Makena State Park. More

From US$ 995 Book Now

Wailea Ekahi 48A By Coldwell Banker Island Vacations

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

The spacious 146 m² Wailea Ekahi 48A By Coldwell Banker Island Vacations Apartment is a good choice for accommodating up to 6 guests, offering a beachfront setting just 1.3 km from The Shops at… More

From US$ 676 Book Now

Kamaole Sands #5-401

2695 South Kihei Road Two Bedroom / Two Bath Garden View Condominium, Wailea (Maui), United States Show map

Kamaole Sands #5-401 Wailea apartment features a prime location 3 km from Makena State Park and hosts up to 6 guests. Wi-Fi is provided for both business and leisure activities. More

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Mana Kai Maui Resort, #812C

866 Santa Rosa Boulevard Pelican Isle 608, Wailea (Maui), United States Show map

Located in the Keawakapu Beach district of Wailea, the spacious 2-bedroom Mana Kai Maui Resort, #812C Wailea is a mere 8 minutes' walk from the Redline Rafting and 3.5 km from Wailea Emerald Course… More

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Rear Ocean View 2 Bedroom Single Level Condo At Kamaole Sands 9-305

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

Located about a 25-minute walk from the Foodland Kihei, the 102 m² Rear Ocean View 2 Bedroom Single Level Condo At Kamaole Sands 9-305 Wailea overlooks the sea. Boasting a Jacuzzi, this 2-bedroom… More

From US$ 1397 Book Now

Wailea Ekahi 25B By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the 2-room Wailea Ekahi 25B By Coldwell Banker Island Vacations Apartment, which is only 1.8 km from A Promise Made in Paradise and approximately a 10-minute… More

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Beachside Bliss 2Bd Suite With Pool Near Kamaole Beach II

2575 South Kihei Road Apartment F206 F206, Wailea (Maui), United States Show map

Beachside Bliss 2Bd Suite With Pool Near Kamaole Beach II Wailea features a convenient location 25 minutes' walk from Cove Park and hosts up to 5 guests. Wi-Fi is provided for both business and… More

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Wailea Ekahi 37E By Coldwell Banker Island Vacations

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

Set merely 12 minutes' stroll from the Keawakapu Beach, the spacious 90 m² Wailea Ekahi 37E By Coldwell Banker Island Vacations Apartment welcomes guests with garden views and access to a spa salon. More

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Kihei Surfside #109

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

The 1-room Kihei Surfside #109 Apartment Wailea is only 5 minutes on foot from the Keawakapu Beach and can accommodate up to 3 guests. It enjoys a beachfront location, just 100 metres from 5 Palms… More

From US$ 313 Book Now

Wailea Luxury Resort Vista

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

Staying at the spacious Wailea Luxury Resort Vista, guests can relax on a patio 15 minutes' walk from The Shops at Wailea Outdoor Mall. This apartment offers a private parking lot on site and modern… More

From US$ 1071 Book Now

Palms At Wailea 1405 By Coldwell Banker Island Vacations

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

The spacious Palms At Wailea 1405 By Coldwell Banker Island Vacations Apartment is located in Wailea, 20 minutes' walk from Wailea Tennis Club, and pampers guests with a hot tub. Wi-Fi and private… More

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Grand Champions 60 By Coldwell Banker Island Vacations

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

The spacious 2-bedroom Grand Champions 60 By Coldwell Banker Island Vacations Apartment Wailea is located approximately 5 minutes' walk from the Wailea Town Center and overlooks the sea. The 98 m²… More

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Hoolei 17-1 By Coldwell Banker Island Vacations

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

Situated approximately 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 hot tub for up to… 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 118 m² Wailea Elua, #2202 Apartment is only a 9-minute stroll from Makena State Park and welcomes guests with a Jacuzzi. It enjoys a beachfront location, 2.7 km from Wailea Emerald… More

From US$ 1100 Book Now

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 boasts a prime location just 0.7 km from the Kamaole Beach Park III. Boasting a Jacuzzi, the apartment,… 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 the 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. The Makena Landing… More

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