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2026-08-05
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Wailea (Maui) Vacation Rentals

Kihei Akahi C414- Partial Ocean View Kihei Condo, Walk To Beach

2531 South Kihei Road C414, Wailea (Maui), United States Show map

The 56 m² Kihei Akahi C414- Partial Ocean View Kihei Condo, Walk To Beach Wailea is located 2.6 km from A Promise Made in Paradise and around a 25-minute walk from the expansive Kalama Seaside Park. More

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Kihei Akahi C308- Perfectly Located South Kihei Condo, Walk To The Beach

2531 South Kihei Road C308, Wailea (Maui), United States Show map

Kihei Akahi C308- Perfectly Located South Kihei Condo, Walk To The Beach Wailea is within 200 metres of the sandy Kamaole Beach Park II and can accommodate up to 4 guests. Wi-Fi and private car… More

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Palms At Wailea 1302 By Coldwell Banker Island Vacations

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

The spacious 121 m² Palms At Wailea 1302 By Coldwell Banker Island Vacations Apartment is located within 25 minutes' walk of the fringed Ulua Beach Park and offers spa facilities such as a hot tub. More

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Beachside Maui Studio With Pool & Hot Tub Access

2575 South Kihei Road P403 A, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the 22 m² Beachside Maui Studio With Pool & Hot Tub Access Wailea, which is 850 m from Maui Fine Art Gallery and about 25 minutes' walk from Cove Park. More

From US$ 472 Book Now

Grand Champions Villas Ocean View 4 Bedroom Sleeps 14 Complimentary Car With 6 Nights Gch Ml-1496 By Kbm

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

The spacious 294 m² Grand Champions Villas Ocean View 4 Bedroom Sleeps 14 Complimentary Car With 6 Nights Gch Ml-1496 By Kbm Wailea apartment is a good choice for accommodating up to 14 guests… More

From US$ 1338 Book Now

Haleakala Shores #A-408 Spacious Open Floor Plan In Heart Of Kihei, By Beach

2619 S. Kihei Rd., Haleakala Shores #A-408, Wailea (Maui), United States Show map

Haleakala Shores #A-408 Spacious Open Floor Plan In Heart Of Kihei, By Beach Wailea apartment offers setting in a residential area of Wailea, about 5 minutes' walk from the Kamaole Beach Park III. More

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Stylish Hawaiian Tropical Oceanview Vistas

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

Featuring a prime location a mere 5 minutes' walk from Kamaole Beach Park 2, the 79 m² Stylish Hawaiian Tropical Oceanview Vistas Apartment Wailea accommodates up to 4 guests. High-speed Internet… More

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Grand Champions Villas Ocean View 5 Bedroom Sleeps 12 Complimentary Car With 6 Nights Gch Ml-1149 By Kbm

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

The spacious Grand Champions Villas Ocean View 5 Bedroom Sleeps 12 Complimentary Car With 6 Nights Gch Ml-1149 By Kbm Wailea apartment is located a 6-minute walk from the Wailea Town Center and… More

From US$ 1509 Book Now

Maui Kamaole #H-108 Ocean View Condo Across The Street From Beach, Full A/C

2777 S. Kihei Road, Maui Kamaole #H-108, Wailea (Maui), United States Show map

Maui Kamaole #H-108 Ocean View Condo Across The Street From Beach, Full A/C Wailea is nestled in a residential area of Wailea, only 0.7 km from Surf Shack and around a 25-minute walk from the… More

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Kihei Surfside #305

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

Featuring a beachfront location, the spacious 1-bedroom Kihei Surfside #305 Apartment Wailea offers views of the sea, about 25 minutes' walk from A Promise Made in Paradise. Wi-Fi is provided for… More

From US$ 475 Book Now

Grand Champions Ocean View 2 Bedroom Sleeps 6 Great For Families Complimentary Car With 6 Nights Gch-120 By Kbm

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

The 2-room Grand Champions Ocean View 2 Bedroom Sleeps 6 Great For Families Complimentary Car With 6 Nights Gch-120 By Kbm Wailea apartment enjoys a convenient location just near the Olavine Spa &… More

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Wailea Ekahi 34B By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 88 m² Wailea Ekahi 34B By Coldwell Banker Island Vacations Apartment, which is just 1.6 km from Makena State Park and about a 10-minute ride… More

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Grand Champions 170 By Coldwell Banker Island Vacations

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

The 3-room Grand Champions 170 By Coldwell Banker Island Vacations Apartment Wailea offers proximity to such tourist attractions as the Wailea Town Center, situated about a 5-minute walk away. More

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Makena Surf, #B-208

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

The 145 m² Makena Surf, #B-208 Apartment Wailea is located an 18-minute walk from the Keawala'i Congregational Church and 3.3 km from Wailea Tennis Club. While staying in this 2-bedroom apartment… More

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Makena Surf, #F-110

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

Featuring views of the sea, Makena Surf, #F-110 Apartment Wailea is conveniently set 25 minutes' walk from Polo Beach Park. Boasting a Jacuzzi, the apartment, suitable for 6 guests, is right near the… More

From US$ 977 Book Now

Maui Kamaole #L-203 Full Ocean View, A/C Throughout, Wifi, Great Location

2777 S. Kihei Rd., Maui Kamaole #L-203, Wailea (Maui), United States Show map

The 98 m² Maui Kamaole #L-203 Full Ocean View, A/C Throughout, Wifi, Great Location Apartment Wailea is nestled in a residential area of Wailea, only 450 m from Blue Water Rafting and approximately a… More

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Wailea Ekolu, #312

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

The spacious 99 m² Wailea Ekolu, #312 Apartment offers a prime location, just 7 minutes on foot from The Shops at Wailea Outdoor Mall, and access to a golf course for active guests. The 1-bedroom… More

From US$ 547 Book Now

Maui Kamaole #G-201 Front Row, Ocean View, Full A/C, Hot Tub, Great Rates

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

Located a mere 300 metres from the Redline Rafting and Blue Water Rafting, Maui Kamaole #G-201 Front Row, Ocean View, Full A/C, Hot Tub, Great Rates Apartment Wailea features views of the sea. For… More

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Wailea Elua, #1508

1490 N Arena Roja Dr, Wailea (Maui), United States Show map

The spacious 118 m² Wailea Elua, #1508 Apartment is a good choice for accommodating up to 6 guests, offering a beachfront setting merely 1.1 km from the Mokapu Beach. Offering a Jacuzzi, the 2… More

From US$ 1283 Book Now

Wailea Elua, #1404

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

The 2-room Wailea Elua, #1404 Apartment enjoys a beachfront location just 0.7 km from Makena State Park. Situated around 10 minutes by car from the Makena Golf Course, this spacious apartment offers… More

From US$ 1229 Book Now

Makena Surf, #F-209

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

Featuring a beachfront location merely a 5-minute walk from the Makena Snorkeling Beach, the 145 m² Makena Surf, #F-209 Apartment Wailea accommodates up to 4 guests. The apartment with a Jacuzzi is… More

From US$ 1324 Book Now

Maui Kamaole J214

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

To enjoy your vacation in Wailea, stay at Maui Kamaole J214 Wailea apartment, which is approximately a 10-minute drive from the neighborhood Charley Young Beach and just 0.8 km from Surf Shack. More

From US$ 428 Book Now

Polo Beach Club #707

4400 Makena Rd Two Bedroom / Two Bath Beachfront Condominium, Wailea (Maui), United States Show map

The 2-room Polo Beach Club #707 Wailea apartment is located approximately a 25-minute walk from the Makena Landing Park and 2.5 km from the Nahuna. Welcoming guests with a Jacuzzi, this spacious… More

From US$ 1659 Book Now

Palms At Wailea 2106 By Coldwell Banker Island Vacations

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

Situated 2.6 km from Polo Beach Park, the 111 m² Palms At Wailea 2106 By Coldwell Banker Island Vacations Apartment can host up to 4 guests in Wailea. This spacious apartment offers modern facilities… More

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Grand Champions #143, 1St Floor, Golf Course View, Shared Hot Tub, A/C

155 Wailea Ike Pl., Grand Champions #143, Wailea (Maui), United States Show map

The spacious Grand Champions #143, 1St Floor, Golf Course View, Shared Hot Tub, A/C Apartment Wailea lies in a residential area of Wailea, within 20 minutes' walk of the fringed Ulua Beach Park. More

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Maui Kamaole #H-111 Great South Kihei Location, A/C, Across Kamaole Bch III

2777 S. Kihei Road, Maui Kamaole #H-111, Wailea (Maui), United States Show map

Maui Kamaole #H-111 Great South Kihei Location, A/C, Across Kamaole Bch III Apartment Wailea boasts a prime location approximately 700 metres from the Kamaole Beach Park III. Featuring Wi-Fi, the… More

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Wailea Elua, #1601

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

The spacious 1-bedroom Wailea Elua, #1601 Apartment is also located just 9 minutes' walk from Makena State Park. Boasting a Jacuzzi, the apartment, suitable for 4 guests, is approximately 4 km from… More

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Kamaole Sands 7-104

2695 S Kihei Rd. Unit 7104, Wailea (Maui), United States Show map

The 76 m² Kamaole Sands 7-104 Wailea apartment is located 2.4 km from the Kalama Park Pavilion and around a 20-minute walk from the neighborhood Charley Young Beach. This 1-bedroom apartment with a… More

From US$ 285 Book Now

Polo Beach Club 106 By Coldwell Banker Island Vacations

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

Located merely 6 minutes' walk from the Palauea Beach and the Polo Beach, the spacious 2-bedroom Polo Beach Club 106 By Coldwell Banker Island Vacations Wailea apartment features views of the sea. More

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Maui Banyan H505 By Coldwell Banker Island Vacations

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

The spacious 60 m² Maui Banyan H505 By Coldwell Banker Island Vacations Apartment Wailea is just 300 metres from the sandy Kamaole Beach Park II and can accommodate up to 4 guests. The Saint Theresa… More

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Kamaole Sands 8-206 By Coldwell Banker Island Vacations

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

The spacious 76 m² Kamaole Sands 8-206 By Coldwell Banker Island Vacations Wailea apartment is located within 25 minutes' walk of the Mokapu Beach and entices guests with a Jacuzzi. Providing a… More

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Kamaole Sands #5-313 Idyllic Ocean Courtyard View, Across From Beach A/C

2695 S. Kihei Rd., Kamaole Sands #5-313, Wailea (Maui), United States Show map

Located a 5-minute walk from the Kamaole Beach Park III and the Kihei Boat Landing, the spacious Kamaole Sands #5-313 Idyllic Ocean Courtyard View, Across From Beach A/C Wailea apartment features… More

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Mana Kai #614 By Coldwell Banker Island Vacations

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

The spacious Mana Kai #614 By Coldwell Banker Island Vacations Apartment Wailea is located only a few steps from Surf Shack and overlooks the sea. Wi-Fi and a private parking lot are among the… More

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Maui Banyan P409 Suite

2575 S. Kihei Rd P409, Wailea (Maui), United States Show map

Maui Banyan P409 Suite Wailea enjoys a convenient location only a 9-minute walk from Hawaiian Moons Natural Foods. Hosting up to 6 guests, this apartment features a terrace and is located 2.8 km from… More

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A-303 Haleakala Shores

2619 S Kihei Rd #A-303, Wailea (Maui), United States Show map

The 2-room A-303 Haleakala Shores Wailea apartment offers proximity to such tourist attractions as Kihei Coastal Trail, situated nearly 5 minutes' walk away. Wi-Fi is available for guests' business… More

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Top-Floor Maui Condo With Pool, Lanai & Beach Access

2575 South Kihei Road P403, Wailea (Maui), United States Show map

Featuring a prime location, the 60 m² Top-Floor Maui Condo With Pool, Lanai & Beach Access Wailea offers views of the sea, around a 20-minute walk from the Keawakapu Beach. Guests will surely enjoy a… More

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Grand Champions #147 Golf Course Views Full Kitchen Ac In Bedrooms

155 Wailea Ike Pl., Grand Champions #147, Wailea (Maui), United States Show map

The spacious Grand Champions #147 Golf Course Views Full Kitchen Ac In Bedrooms Wailea apartment is located in the residential area of Wailea, nearly a 5-minute walk from the Olavine Spa & Salon. The… More

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Maui Kamaole H202

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

To enjoy your vacation in Wailea, stay at Maui Kamaole H202 Wailea apartment, which is around a 10-minute ride from A Promise Made in Paradise and just 1.5 km from the Redline Rafting. More

From US$ 484 Book Now

Ekolu 404

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

Overlooking the mountain, the spacious Ekolu 404 Apartment Wailea is around a 25-minute walk from the Mokapu Beach in Wailea. Wi-Fi and private parking are also available at this apartment. More

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Wailea Beach Villas Oceanfront 3 Bedroom Sleeps 6 Villas Luxury Beachfront Living Complimentary Car With 6 Nights Wbv-Ph505 By Kbm

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

Featuring a prime location, the 182 m² Wailea Beach Villas Oceanfront 3 Bedroom Sleeps 6 Villas Luxury Beachfront Living Complimentary Car With 6 Nights Wbv-Ph505 By Kbm Wailea apartment offers views… More

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Kihei Surfside, #509

209 Ten Mile Circle, Wailea (Maui), United States Show map

The 1-room Kihei Surfside, #509 Apartment Wailea is only a 5-minute stroll from the Kihei Boat Ramp and can accommodate up to 2 guests. It enjoys a beachfront location, 850 m from the Keawakapu Beach… More

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Beautiful Oceanview, Great Location Across The Beach

2653 S Kihei Rd #216, Wailea (Maui), United States Show map

The 83 m² Beautiful Oceanview, Great Location Across The Beach Wailea apartment is located about a 25-minute walk from the Lava Fields and only 0.8 km from Hawaiian Moons Natural Foods. This 2… More

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Kihei Akahi C-507 By Coldwell Banker Island Vacations

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

Situated about 5 minutes' walk from Kamaole Beach Park 2, the spacious 1-bedroom Kihei Akahi C-507 By Coldwell Banker Island Vacations Apartment Wailea offers a Jacuzzi for up to 4 guests. The… More

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Grand Champions 35 By Coldwell Banker Island Vacations

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

The spacious 107 m² Grand Champions 35 By Coldwell Banker Island Vacations Apartment Wailea is just 0.7 km from Makena State Park and can accommodate up to 5 guests. The Kamaole Beach Park III is… More

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Kihei Surfhide, #311

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

The spacious Kihei Surfhide, #311 Apartment Wailea offers easy access to such tourist sites as Surf Shack, located about 5 minutes' walk away. Wi-Fi and private parking are also available at this… More

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Makena Surf, #F-206

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

The spacious 145 m² Makena Surf, #F-206 Apartment Wailea is located in the Makena district just a 9-minute stroll from the Nahuna and accommodates up to 4 guests. The 2-bedroom apartment is only 1.8… More

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Kihei Akahi D208

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

Kihei Akahi D208 Wailea apartment is located 2.8 km from the Half-mile-long Ulua Sandy Beach Park and 5 minutes' drive from the neighborhood Charley Young Beach. More

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Kihei Surfside, #304

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

The spacious 68 m² Kihei Surfside, #304 Apartment Wailea is a good choice for accommodating up to 4 guests, offering a convenient setting only 0.7 km from Surf Shack. Wi-Fi is provided for both… More

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Maui Parkshore 204 By Coldwell Banker Island Vacations

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

The spacious 83 m² Maui Parkshore 204 By Coldwell Banker Island Vacations Wailea apartment boasts a convenient location a mere 600 metres from the Redline Rafting. Wi-Fi and a private parking lot are… More

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Kihei Akahi D-510 By Coldwell Banker Island Vacations

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

Situated around 5 minutes' walk from Kamaole Beach Park 2, the spacious 1-bedroom Kihei Akahi D-510 By Coldwell Banker Island Vacations Apartment Wailea offers a Jacuzzi for up to 4 guests. The Half … More

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