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2026-09-19
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Wailea (Maui) Vacation Rentals

Ocean Front Modern 2Br 2Ba, King Bed, Beach, Pool!

2653 South Kihei Road 201, Wailea (Maui), United States Show map

Located only a 5-minute walk from the Kamaole Beach Park III and Kamaole Beach Park 2, Ocean Front Modern 2Br 2Ba, King Bed, Beach, Pool! Wailea apartment features views of the sea. The spacious… More

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Wailea Elua, #0106

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

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Wailea Elua, #0106 Apartment, which is merely 1.4 km from the Sandy Wailea Public Beach and about 10 minutes by car from Wailea… More

From US$ 1101 Book Now

Maui Parkshore 209

2653 S Kihei Rd, 209, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at Maui Parkshore 209 Wailea apartment, which is 2.8 km from the Hope Chapel and approximately 25 minutes' walk from Kilohana Park. Such activities as… More

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Wailea 2Br Oasis Near Beach Shops & Golf

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

To enjoy your vacation in Wailea, stay at the spacious 107 m² Wailea 2Br Oasis Near Beach Shops & Golf apartment, which is around 1 km from Te Au Moana Luau and about a 10-minute drive from the… More

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Kamaole Sands #7-304 Nice Inner Courtyard, Great Rates, A/C, Great Location

2695 S. Kihei Rd., Kamaole Sands #7-304, Wailea (Maui), United States Show map

The spacious Kamaole Sands #7-304 Nice Inner Courtyard, Great Rates, A/C, Great Location Wailea apartment lies in a prime location in Wailea, just a 5-minute walk from Kamaole Beach Park 2. Offering… More

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Maui Kamaole K104

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

Situated just 6 minutes' walk from the Kihei Boat Ramp, the 1-room Maui Kamaole K104 Apartment Wailea offers a Jacuzzi for up to 4 guests. Area attractions include the Lava Fields, 2.6 km away, and… More

From US$ 272 Book Now

Ekolu 1602

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

Situated a 10-minute drive from the Keawakapu Beach, Ekolu 1602 Apartment Wailea offers a Jacuzzi for 6 visitors. Wi-Fi and private car parking are among the essentials at guests' disposal. More

From US$ 347 Book Now

Maui Parkshore #415 Ocean View In The Heart Of Kihei, Walk To Kamaole Beach

2653 S. Kihei Rd., Maui Parkshore #415, Wailea (Maui), United States Show map

The spacious Maui Parkshore #415 Ocean View In The Heart Of Kihei, Walk To Kamaole Beach Wailea apartment is located in a residential area of Wailea, 25 minutes' walk from the Lava Fields. Offering… More

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Maui Banyan A-202

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

Maui Banyan A-202 Apartment Wailea is located about a 20-minute walk from Cove Park and only 250 m from Kamaole Beach Park 2. Welcoming guests with a Jacuzzi, this spacious 84 m² apartment lies… More

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Kamaole Sands 5-311

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

The spacious 1-bedroom Kamaole Sands 5-311 Wailea apartment is located in the Kamaole Beach district of Wailea, around 5 minutes' walk from the Kihei Boat Landing. Featuring a Jacuzzi, the apartment… More

From US$ 187 Book Now

Maui Parkshore 306

2653 S. Kihei Rd 306, Wailea (Maui), United States Show map

The 2-room Maui Parkshore 306 Wailea apartment boasts a prime setting and in around a 5-minute walk from the Kamaole Beach Park III. Hosting up to 6 guests, this apartment features a terrace and is… 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

Wailea Ekolu 502 By Coldwell Banker Island Vacations

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

Located a mere 9 minutes' walk from The Shops at Wailea Outdoor Mall and Wailea Old Blue Clubhouse, the spacious 2-bedroom Wailea Ekolu 502 By Coldwell Banker Island Vacations Apartment features… More

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Kamaole Sands In Kihei, 1Br 2Ba, Near Beach, King Bed, Parking

2695 S Kihei Rd Unit 2 306, Wailea (Maui), United States Show map

Featuring a prime location, the spacious 1-bedroom Kamaole Sands In Kihei, 1Br 2Ba, Near Beach, King Bed, Parking Wailea apartment offers views of the sea, 2.9 km from Makena State Park. The… More

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Wailea Grand Champions 58

155 Wailea Ike Place Apt 58, Wailea (Maui), United States Show map

Situated only 5 minutes on foot from Wailea Town Center, the spacious 84 m² Wailea Grand Champions 58 Apartment offers a Jacuzzi for up to 4 guests. The apartment enjoys a convenient location, 3.6 km… More

From US$ 418 Book Now

Kamaole Sands 2-106

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

The 1-room Kamaole Sands 2-106 Wailea apartment is a good choice for accommodating up to 4 guests, offering a beachfront setting merely 1.5 km from the Redline Rafting. The availability of a Jacuzzi… More

From US$ 480 Book Now

Wailea Elua Village On Ulua Beach

3600 Wailea Alanui Drive 1002, Wailea (Maui), United States Show map

The 2-room Wailea Elua Village On Ulua Beach apartment is situated in the Ulua Beach district of Wailea, about 5 minutes' walk from the Mokapu Beach. Featuring a Jacuzzi, the apartment is in the… More

From US$ 1204 Book Now

Maui Banyan T209 By Coldwell Banker Island Vacations

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

The spacious 2-bedroom Maui Banyan T209 By Coldwell Banker Island Vacations Apartment Wailea provides swift access to various city landmarks, such as Kamaole Beach Park 2, located just 6 minutes'… More

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Maui Kamaole #I-106 Ground Flr, Garden View, A/C, Great Location

2777 S. Kihei Rd., Maui Kamaole #I-106, Wailea (Maui), United States Show map

The spacious Maui Kamaole #I-106 Ground Flr, Garden View, A/C, Great Location Apartment Wailea is located about a 25-minute walk from Wailea Tennis Club and 3.2 km from the expansive Kalama Seaside… More

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Maui Kamaole F209

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

The spacious 2-bedroom Maui Kamaole F209 Apartment Wailea offers proximity to such tourist attractions as Kihei Coastal Trail, situated approximately a 5-minute walk away. This 125 m² apartment… More

From US$ 277 Book Now

Kamaole Sands 4-210

2695 S Kihei Rd. Unit 4210, Wailea (Maui), United States Show map

The spacious 1-bedroom Kamaole Sands 4-210 Wailea apartment boasts a convenient location within 5 minutes' walk of the Kamaole Beach Park III. Boasting a Jacuzzi, the apartment, suitable for 4 guests… More

From US$ 337 Book Now

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-612 By Coldwell Banker Island Vacations

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

The 1-room Kihei Akahi C-612 By Coldwell Banker Island Vacations Apartment Wailea is located merely a 14-minute walk from the Redline Rafting and 2.7 km from the Kihei Baptist Chapel. Enjoying… More

From US$ 243 Book Now

Maui Banyan Q-109

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

To enjoy your vacation in Wailea, stay at Maui Banyan Q-109 Apartment Wailea, which is 250 m from Kamaole Beach Park 2 and merely 8 minutes' walk from the Rainbow Mall Kihei. More

From US$ 594 Book Now

7Th Floor Oceanfront Condo At Mana Kai Resort

2960 South Kihei Road Unit#710C, Wailea (Maui), United States Show map

The spacious 71 m² 7Th Floor Oceanfront Condo At Mana Kai Resort Wailea is located in the Keawakapu Beach district of Wailea merely a 9-minute stroll from Kihei Boat Ramp and accommodates up to 4… More

From US$ 733 Book Now

Maui Kamaole G211 By Coldwell Banker Island Vacations

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

Situated approximately 25 minutes' walk from the neighborhood Charley Young Beach, the spacious 2-bedroom Maui Kamaole G211 By Coldwell Banker Island Vacations Apartment Wailea provides guests with… More

From US$ 493 Book Now

Makena Surf #B304

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

Located merely 9 minutes' walk from the Nahuna and the Makena Golf Course, the spacious 2-bedroom Makena Surf #B304 Apartment Wailea features views of the sea. Boasting a Jacuzzi, this 145 m²… More

From US$ 1378 Book Now

Grand Champions 122 By Coldwell Banker Island Vacations

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

The spacious 84 m² Grand Champions 122 By Coldwell Banker Island Vacations Apartment Wailea is located in Wailea, only 1.8 km from the Sandy Wailea Public Beach, and pampers guests with a Jacuzzi. More

From US$ 264 Book Now

Maui Parkshore 116

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

The 83 m² Maui Parkshore 116 Wailea apartment is located around a 25-minute walk from the Lava Fields and offers Wi-Fi for either business or leisure. The maximum occupancy at this apartment is 4… More

From US$ 412 Book Now

Kihei Akahi C-317 By Coldwell Banker Island Vacations

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

Located 16 minutes' walk from the Kihei Boat Ramp, the 61 m² Kihei Akahi C-317 By Coldwell Banker Island Vacations Apartment Wailea overlooks the garden. Offering access to an outdoor swimming pool… More

From US$ 177 Book Now

Maui Kamaole, #I-215

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

Featuring a prime location a 6-minute walk from Kihei Coastal Trail, the spacious Maui Kamaole, #I-215 Apartment Wailea accommodates up to 4 guests. Wi-Fi is provided for both business and leisure… More

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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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Maui Kamaole H-101

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

Maui Kamaole H-101 Apartment Wailea is 9 minutes' walk from the Keawakapu Beach and welcomes guests with a Jacuzzi. Wi-Fi is provided for both business and leisure activities. More

From US$ 446 Book Now

Haleakala Shores A305

2619 South Kihei Road, Wailea (Maui), United States Show map

Featuring a convenient location approximately 5 minutes' walk from Kamaole Beach Park 2, the 2-room Haleakala Shores A305 Wailea apartment accommodates up to 6 guests. The apartment with a terrace is… More

From US$ 192 Book Now

Wailea Ekolu 904 By Coldwell Banker Island Vacations

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

The spacious 84 m² Wailea Ekolu 904 By Coldwell Banker Island Vacations Apartment is a good choice for accommodating up to 2 guests, offering a prime setting nearly a 10-minute drive from Five Graves… More

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Ocean View Condo Steps From Kamaole III Beach

2653 South Kihei Road 205, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 2-bedroom Ocean View Condo Steps From Kamaole III Beach Wailea, which is within 20 minutes' walk of Cove Park and about 600 metres from Kihei… More

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337 Hale Kamaole

2737 S Kihei Rd #337, Wailea (Maui), United States Show map

The spacious 337 Hale Kamaole Apartment Wailea is located 3.1 km from the Sandy Wailea Public Beach and a 20-minute walk from Kilohana Park. This apartment can host up to 9 guests. More

From US$ 629 Book Now

Maui Kamaole #L-105 Beautiful Ocean View, Great Location, Great Rates, A/C

2777 S Kihei Rd, Maui Kamaole #L-105, Wailea (Maui), United States Show map

The spacious Maui Kamaole #L-105 Beautiful Ocean View, Great Location, Great Rates, A/C Apartment Wailea is located in a residential area of Wailea, approximately a 25-minute walk from the… More

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Hale Kamaole 241

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

To enjoy your vacation in Wailea, stay at the spacious 778 m² Hale Kamaole 241 Apartment Wailea, which is 2.6 km from Wailea Tennis Club and nearly 25 minutes' walk from Cove Park. The apartment… More

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Mana Kai #412 By Coldwell Banker Island Vacations

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

Located a 16-minute walk from Kamaole Beach Park III, Mana Kai #412 By Coldwell Banker Island Vacations Apartment Wailea overlooks the sea. Offering access to a private pool, this spacious 71 m²… More

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Kamaole Sands #5-103 Inner Courtyard A/C Great Location, Near Beach

2695 S. Kihei Rd., Kamaole Sands #5-103, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 76 m² Kamaole Sands #5-103 Inner Courtyard A/C Great Location, Near Beach Wailea apartment, which is only 1.6 km from the neighborhood Charley… More

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Chic Maui Studio Steps From Beach & Ocean

P308A, 2575 South Kihei Road, Wailea (Maui), United States Show map

The 1-room Chic Maui Studio Steps From Beach & Ocean Wailea offers a convenient location, approximately 5 minutes' walk from the sandy Kamaole Beach Park II, and access to a tennis court for active… More

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Mana Kai #705 By Coldwell Banker Island Vacations

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

The 2-room Mana Kai #705 By Coldwell Banker Island Vacations Apartment Wailea boasts a beachfront setting and in only 5 minutes' walk from the Keawakapu Beach. Boasting a Jacuzzi, the spacious 71 m²… More

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Grand Champions 145 By Coldwell Banker Island Vacations

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

Situated within 5 minutes' walk of the Wailea Town Center, the spacious 84 m² Grand Champions 145 By Coldwell Banker Island Vacations Apartment Wailea looks out onto the sea. Wailea Emerald Course… More

From US$ 246 Book Now

Kamaole Sands #2-301 Great Location Near Beach,Fitness Center,Hot Tub, A/C

2695 S. Kihei Rd., Kamaole Sands #2-301, Wailea (Maui), United States Show map

Kamaole Sands #2-301 Great Location Near Beach,Fitness Center,Hot Tub, A/C Wailea apartment lies in a residential area, within a 1-km distance of the Keawakapu Beach and approximately a 25-minute… More

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Maui Parkshore 213

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

The spacious 890 m² Maui Parkshore 213 Wailea apartment boasts a convenient location just 200 metres from the Kamaole Beach Park III. Such activities as snorkelling, diving, and cycling are provided… More

From US$ 267 Book Now

Ola Mahalo

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

The 2-room Ola Mahalo Apartment Wailea is located in Wailea, approximately a 25-minute stroll from the Keawakapu Beach, and boasts a Jacuzzi. Blue Water Rafting is only 450 metres away, while the… More

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Kihei Akahi C610- Stunning Remodeled Oceanview In The Heart Of Kihei

2531 South Kihei Road C610, Wailea (Maui), United States Show map

The 56 m² Kihei Akahi C610- Stunning Remodeled Oceanview In The Heart Of Kihei Apartment Wailea boasts a prime setting and in just 5 minutes' walk from the sandy Kamaole Beach Park II. At this 1… More

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Wailea Ekahi 49F By Coldwell Banker Island Vacations

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

Featuring a beachfront location, the 74 m² Wailea Ekahi 49F By Coldwell Banker Island Vacations Apartment offers views of the sea, and is about a 20-minute walk from the Kihei Boat Landing. Wi-Fi and… More

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