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2026-08-05
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Vacation Rentals in Wailea (Maui)

Kihei Akahi D308

2531 South Kihei Rd., Unit #D308, Wailea (Maui), United States Show map

The 1-bedroom Kihei Akahi D308 Villa Wailea, located around a 5-minute walk from Kamaole Beach Park 2, can host up to 4 guests. The holiday home features opportunities for snorkelling, canoeing, and… More

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Kihei Akahi D205

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

Featuring a convenient location nearly a 5-minute walk from Kamaole Beach Park 2, the 1-room Kihei Akahi D205 Apartment Wailea accommodates up to 4 guests. This 87 m² apartment offers modern… More

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Wailea Ekolu Village 1406

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

Located 15 minutes' walk from Makena State Park, the spacious Wailea Ekolu Village 1406 apartment overlooks the garden. The maximum occupancy at this apartment is 4 guests. More

From US$ 444 Book Now

Wailea Ekolu 1706

10 Wailea Ekolu Place Unit#1706, Wailea (Maui), United States Show map

Overlooking the sea, the 2-room Wailea Ekolu 1706 Apartment is approximately a 25-minute walk from the Keawakapu Beach in Wailea. This spacious apartment features Wi-Fi in the rooms. More

From US$ 517 Book Now

Kamaole Sands 3-405

2695 South Kihei Rd., Unit #3-405, Wailea (Maui), United States Show map

Situated just 5 minutes' walk from the Kamaole Beach Park III, the 2-bedroom Kamaole Sands 3-405 Wailea villa is ideal for up to 6 guests. This property features opportunities for windsurfing… More

From US$ 525 Book Now

B-407 Haleakala Shores

2619 S Kihei Rd #B-407, Wailea (Maui), United States Show map

The spacious 97 m² B-407 Haleakala Shores Wailea apartment is located only 1.7 km from Kilohana Park and offers Wi-Fi for either business or leisure. Providing a prime setting in Wailea, the 2… More

From US$ 456 Book Now

Maui Parkshore 110

Wailea (Maui), United States Show map

Located in the Kamaole Beach district of Wailea, Maui Parkshore 110 Wailea apartment is around a 5-minute walk from the Kamaole Beach Park III and 2.8 km from Wailea Tennis Club, which is recommended… More

From US$ 209 Book Now

Grand Champion Villa: Luxury Stay, Pool, Fast Wifi

155 Wailea Ike Place 49, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at Grand Champion Villa: Luxury Stay, Pool, Fast Wifi Wailea, which is approximately 1 km from Maui Waterwear and about 700 metres from Wailea Tennis Club. More

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Nahenahe Cottage

3134 Nahenahe Pl, Wailea (Maui), United States Show map

Offering a location 3.1 km from Wailea Emerald Course, Nahenahe Cottage Wailea gives access to various tourist spots in the area. More

From US$ 301 Book Now

Kamaole Sands 10-212

Wailea (Maui), United States Show map

Kamaole Sands 10-212 Wailea villa offers proximity to nearby tourist spots, such as the Mokapu Beach, situated approximately 25 minutes' walk away. More

From US$ 162 Book Now

Palms At Wailea 2104 By Coldwell Banker Island Vacations

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

The spacious 111 m² Palms At Wailea 2104 By Coldwell Banker Island Vacations Apartment is located around a 10-minute ride from the secluded local Po'olenalena Beach and offers Wi-Fi for either… More

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Wailea Ekolu Village - Coraltree Residence Collection

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

Wailea Ekolu Village - Coraltree Residence Collection villa is situated a stone's throw from Wailea Old Blue Clubhouse, featuring such comforts as Wi-Fi and a car park. More

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Wailea Ekahi 34A - Wek 34A Spacious Wailea Condo W Ac Pool Near

3300 Wailea Alanui Drive, Unit 34A, Wailea (Maui), United States Show map

Located nearly 25 minutes' walk from the Olavine Spa & Salon, the 1-bedroom Wailea Ekahi 34A - Wek 34A Spacious Wailea Condo W Ac Pool Near villa has an outdoor swimming pool and is ideal for up to 4… More

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Makena Surf, #C-106

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

The spacious 145 m² Makena Surf, #C-106 Apartment Wailea is only 8 minutes' stroll from Five Graves and welcomes guests with a Jacuzzi. The 2-bedroom apartment enjoys a prime location in the… More

From US$ 1704 Book Now

Wailea Ekahi, #22B

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

The spacious Wailea Ekahi, #22B Apartment features a beachfront location 25 minutes' walk from Wailea Tennis Club and hosts up to 4 guests. Wi-Fi and private parking are also available at this… More

From US$ 705 Book Now

Kac201 Across From The Beach - Cozy Studio With Ocean View

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

Kac201 Across From The Beach - Cozy Studio With Ocean View Wailea villa accommodates up to 4 guests and offers proximity to the sandy Kamaole Beach Park II, located just 450 metres away. The Wailea… More

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Luxury Oceanfront Mana Kai Resort Condo

2960 S Kihei Rd Unit #207, Wailea (Maui), United States Show map

Staying at the 2-bedroom Luxury Oceanfront Mana Kai Resort Condo Wailea villa, guests can easily reach 5 Palms, located just 50 metres away. With a maximum capacity of 4 guests, the Wailea holiday… More

From US$ 1338 Book Now

Grand Champions 124 - Gc 124 3Bd Wailea Condo Wac Pool Hot Tub

155 Wailea Ike Place, Unit 124, Wailea (Maui), United States Show map

Up to 8 guests can stay at the 3-bedroom Grand Champions 124 - Gc 124 3Bd Wailea Condo Wac Pool Hot Tub villa and enjoy the Wailea Town Center, located just 5 minutes' walk away. More

From US$ 955 Book Now

Wailea Elua Resort 1904

3600 Wailea Alanui Dr #1904, Wailea, Hi 96753, Usa, Wailea (Maui), United States Show map

Featuring a beachfront location a 6-minute walk from the fringed Ulua Beach Park, the spacious Wailea Elua Resort 1904 accommodates up to 6 guests. This apartment with a Jacuzzi is fairly close to… More

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Mana Kai 714

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

The 2-room Mana Kai 714 Apartment Wailea is located merely 5 minutes' walk from 5 Palms and 3.3 km from the Olavine Spa & Salon. Set in the vicinity of the Redline Rafting, this apartment includes a… More

From US$ 546 Book Now

Mana Kai 810

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

Featuring a beachfront location, the 2-room Mana Kai 810 Apartment Wailea offers views of the sea, and is about a 20-minute walk from Hawaiian Moons Natural Foods. Wi-Fi and a private parking lot are… More

From US$ 743 Book Now

Wailea Ekolu 102 - Molokini Views, Split Ac

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

The 2-bedroom Wailea Ekolu 102 - Molokini Views, Split Ac Villa can host up to 4 guests, boasting a prime location just 600 metres from iconic cultural attractions such as the Enchantress Gallery By… More

From US$ 418 Book Now

Mana Kai 410 - Ocean Front At Keawakapu Beach, Ac

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

Situated within easy reach of Surf Shack, Mana Kai 410 - Ocean Front At Keawakapu Beach, Ac Wailea villa entices guests with views of the sea. More

From US$ 568 Book Now

Elua 704

3600 Wailea Alanui, #704, Wailea (Maui), United States Show map

Situated merely 8 minutes' walk from Makena State Park, the 2-bedroom Elua 704 Villa Wailea is ideal for up to 6 guests. The holiday home features opportunities for snorkelling, canoeing, and cycling… More

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Kamaole Sands #3-307 Split A/C, Great Location, Partial Ocean Views, Hot Tub

2695 S. Kihei Rd, Kamaole Sands #3-307, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 76 m² Kamaole Sands #3-307 Split A/C, Great Location, Partial Ocean Views, Hot Tub Wailea apartment, which is just 1.8 km from Kilohana Park and… More

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Kihei Akahi C409 - Lush Remodel, View, Dual Ac

2531 South Kihei Road C409, Wailea (Maui), United States Show map

The spacious 1-bedroom Kihei Akahi C409 - Lush Remodel, View, Dual Ac Apartment Wailea features a prime location approximately 25 minutes' walk from the expansive Kalama Seaside Park and hosts up to… More

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Kamaole Sands 3-305

2695 South Kihei Road, Unit # 3-305, Wailea (Maui), United States Show map

The 1-bedroom Kamaole Sands 3-305 Wailea villa is nestled about a 5-minute walk from the Kamaole Beach Park III and can accommodate up to 4 guests. Located 3.3 km from the Sandy Wailea Public Beach… More

From US$ 288 Book Now

Kamaole Sands 1101 - Kas 1101 Updated Beachy Chic 2Bd Across Bea

2695 South Kihei Road, Unit 1101, Wailea (Maui), United States Show map

Located 2.7 km from Wailea Tennis Club, the 2-bedroom Kamaole Sands 1101 - Kas 1101 Updated Beachy Chic 2Bd Across Bea Wailea villa has an outdoor swimming pool and is ideal for up to 6 guests. More

From US$ 622 Book Now

Perch - Maui Banyan P206

2575 S Kihei Rd Apt P206, Wailea (Maui), United States Show map

Hosting up to 4 guests, the 1-bedroom Perch - Maui Banyan P206 Villa Wailea offers a beachfront location 3.6 km from sports attractions such as Elleair Maui Golf Club. Offering a Jacuzzi, the… More

From US$ 1055 Book Now

Maui Kamaole D103 By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Maui Kamaole D103 By Coldwell Banker Island Vacations Apartment Wailea, which is 2.9 km from the Sandy Wailea Public Beach and around… More

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Wailea Beach Villa H202 By Coldwell Banker Island Vacations

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

Welcoming guests with a Jacuzzi, the 2-bedroom Wailea Beach Villa H202 By Coldwell Banker Island Vacations is located 650 m from The Shops at Wailea Outdoor Mall and can host up to 6 guests. The… More

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Maui Kamaole D208

2777 S Kihei Rd #D208, Wailea (Maui), United States Show map

Situated within 5 minutes' walk of the Kihei Boat Landing, the 2-room Maui Kamaole D208 Apartment Wailea entices guests with a Jacuzzi. The Kihei Boat Ramp lies in the vicinity of the 98 m² apartment… More

From US$ 256 Book Now

Kihei Akahi C-513

2531 S. Kihei Rd, Kihei Akahi C-513, Wailea (Maui), United States Show map

The spacious Kihei Akahi C-513 Apartment Wailea features a convenient location a 19-minute walk from the Keawakapu Beach and hosts up to 4 guests. This apartment with a Jacuzzi is within reach of the… More

From US$ 358 Book Now

Polo Beach Club - Coraltree Residence Collection

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

The 9-room Polo Beach Club - Coraltree Residence Collection Wailea villa is located nearly a 5-minute walk from the Palauea Beach and offers a Jacuzzi, ensuring guests a relaxing stay. The property… More

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Mana Kai 311A

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

The 1-room Mana Kai 311A Apartment Wailea is a good choice for accommodating up to 4 guests, offering a prime setting only 600 metres from the Kihei Boat Landing. The 39 m² apartment with an outdoor… More

From US$ 360 Book Now

Polo Beach Club 604 By Coldwell Banker Island Vacations

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

The 2-room Polo Beach Club 604 By Coldwell Banker Island Vacations Wailea apartment offers easy access to such tourist sites as the Polo Beach, located about a 5-minute walk away. Welcoming guests… More

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Kamaole Sands 7-410 By Coldwell Banker Island Vacations

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

Situated only 1.3 km from the Kihei Boat Ramp, the spacious 2-bedroom Kamaole Sands 7-410 By Coldwell Banker Island Vacations Wailea apartment can host up to 6 guests in Wailea. The apartment with a… More

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Maui Hill 99 By Coldwell Banker Island Vacations

2881 S Kihei Rd, Wailea (Maui), United States Show map

The spacious 2-bedroom Maui Hill 99 By Coldwell Banker Island Vacations Apartment Wailea features a prime location around 25 minutes' walk from Makena State Park and hosts up to 6 guests. This 104 m²… More

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Kihei Akahi Resort - Unit C405

2531 South Kihei Road, Unit C405, Wailea (Maui), United States Show map

The 1-bedroom Kihei Akahi Resort - Unit C405 Wailea villa is situated within 5 minutes' walk of Kamaole Beach Park 2, featuring such comforts as Wi-Fi and private car parking. Offering snorkelling… More

From US$ 306 Book Now

Maui Kamaole #G-107 Gorgeous Ocean View, Full Ac, Wifi, Hot Tub, Near Beach

2777 S Kihei Rd., Maui Kamaole #G-107, Wailea (Maui), United States Show map

The spacious Maui Kamaole #G-107 Gorgeous Ocean View, Full Ac, Wifi, Hot Tub, Near Beach Wailea apartment boasts a prime setting and in 700 metres from the Kamaole Beach Park III. Providing… More

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A-312 Haleakala Shores

2619 S Kihei Rd #A-312, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 97 m² A-312 Haleakala Shores Wailea apartment, which is within 3 km of the Kihei Baptist Chapel and nearly 25 minutes' walk from the Foodland… More

From US$ 412 Book Now

Wailea Ekolu, #914

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

To enjoy your vacation in Wailea, stay at the spacious 2-bedroom Wailea Ekolu, #914 Apartment, which is just 0.6 km from the Wailea Town Center and approximately 10 minutes' walk from Sand People. More

From US$ 661 Book Now

Kihei Kai Nani 238 - Garden View 1 Bedroom, Split Ac, Steps To Kamaole II Beach!

2495 S Kihei Rd, Kihei, Hi, Wailea (Maui), United States Show map

Staying at the 1-bedroom Kihei Kai Nani 238 - Garden View 1 Bedroom, Split Ac, Steps To Kamaole II Beach! Wailea villa, guests can easily reach Cove Park, located only 1.6 km away. More

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Wailea Ekahi 26A By Coldwell Banker Island Vacations

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

Featuring a beachfront location, the 109 m² Wailea Ekahi 26A By Coldwell Banker Island Vacations Apartment offers views of the sea, and is around a 25-minute walk from Wailea Tennis Club. Wi-Fi is… More

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Luxurious Wailea Ocean Vistas

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

The spacious 79 m² Luxurious Wailea Ocean Vistas Apartment is a good choice for accommodating up to 4 guests, offering a prime setting about 5 minutes on foot from Wailea Tennis Club. The welcoming… More

From US$ 530 Book Now

Kamaole Sands 2-204 - Ocean View Condo, Ac, Wi-Fi

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

Featuring a fitness room for active guests, Kamaole Sands 2-204 - Ocean View Condo, Ac, Wi-Fi Wailea villa is about a 5-minute walk from the Kamaole Beach Park III. Located a mere 1.6 km from… More

From US$ 198 Book Now

Kamaole Sands 7-404

2695 South Kihei Rd., Unit #7-404, Wailea (Maui), United States Show map

At the 2-bedroom Kamaole Sands 7-404 Wailea villa, guests can enjoy snorkelling, hiking, and ping pong as well as a location about 5 minutes' walk from the Kamaole Beach Park III. Offering horse… More

From US$ 474 Book Now

Wailea Ekahi 12D - Budget Friendly Ocean View Studio W/ Lanai, Kitchen, Wd, & Ac

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

Offering a location 2.4 km from the Redline Rafting, Wailea Ekahi 12D - Budget Friendly Ocean View Studio W/ Lanai, Kitchen, Wd, & Ac villa gives access to various tourist spots in the area. More

From US$ 377 Book Now

Kamaole Sands 10203 - Kas 10203 Summer Retreat Remodel 1Bd Acros

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

Nestled nearly a 20-minute walk from the neighborhood Charley Young Beach, the 1-bedroom Kamaole Sands 10203 - Kas 10203 Summer Retreat Remodel 1Bd Acros Wailea villa entices guests to explore… More

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Elua 2301

3600 Wailea Alanui, #2301, Wailea (Maui), United States Show map

Featuring horse riding tours to make your visit more entertaining, the 2-bedroom Elua 2301 Villa Wailea is 16 minutes' walk from the Sandy Wailea Public Beach. Guests can enjoy windsurfing… More

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