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

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

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

Kihei Akahi C614

2531 South Kihei Rd., Unit C614, Wailea (Maui), United States Show map

At the 1-bedroom Kihei Akahi C614 Villa Wailea, guests can enjoy windsurfing, snorkelling, and hiking as well as a location about 5 minutes' walk from the Kamaole Beach Park III. Offering horse… More

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Palms At Wailea 703: Luxury Renovation, Split Ac!

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

Situated approximately a 25-minute walk from the fringed Ulua Beach Park, the 2-bedroom Palms At Wailea 703: Luxury Renovation, Split Ac! Villa entices guests to explore various tourist attractions… More

From US$ 467 Book Now

Mana Kai 710C

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

The spacious 71 m² Mana Kai 710C Apartment Wailea is located in the Keawakapu Beach district only 9 minutes on foot from the Kihei Boat Ramp and accommodates up to 4 guests. The 2-bedroom apartment… More

From US$ 733 Book Now

Hoolei 24-4 By Coldwell Banker Island Vacations

24 Ho'Olei Circle #4, Wailea (Maui), United States Show map

Welcoming guests with a Jacuzzi, the 3-bedroom Hoolei 24-4 By Coldwell Banker Island Vacations Villa Wailea is located merely 9 minutes' walk from Makena State Park and can host up to 6 guests. This… More

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Wailea Ekahi 21A - Wek 21A Remodeled Wailea Condo Pool Ac Near B

3300 Wailea Alanui Drive, Unit 21A, Wailea (Maui), United States Show map

Located nearly a 10-minute ride from the secluded local Po'olenalena Beach, the 1-bedroom Wailea Ekahi 21A - Wek 21A Remodeled Wailea Condo Pool Ac Near B villa has an outdoor swimming pool and is… More

From US$ 975 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

Wailea Ekolu Collection

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

Offering a location approximately a 20-minute walk from the Mokapu Beach, Wailea Ekolu Collection Villa gives access to various tourist spots in the area. More

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Maui Kamaole G208

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

Featuring a convenient location 450 m from Kihei Coastal Trail, the 2-room Maui Kamaole G208 Apartment Wailea accommodates up to 6 guests. Offering a Jacuzzi, the apartment is located within a few… More

From US$ 286 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

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New - Wailea Getaway - Steps To Great Pool & Beach

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

Situated about a 20-minute walk from A Promise Made in Paradise, the 2-bedroom New - Wailea Getaway - Steps To Great Pool & Beach villa entices guests to explore various tourist attractions in the… More

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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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Kamaole Sands 5-405

2695 South Kihei Road, Unit #5-405, Wailea (Maui), United States Show map

Situated within 5 minutes' walk of the Kamaole Beach Park III, the 3-bedroom Kamaole Sands 5-405 Wailea villa entices guests with windsurfing, snorkelling, and hiking in the area. Offering horse… More

From US$ 942 Book Now

Kihei Akahi C304

2531 South Kihei Rd., Unit #C304, Wailea (Maui), United States Show map

Featuring an outdoor swimming pool as well as views of the mountain, Kihei Akahi C304 Villa Wailea offers a prime location 200 metres from the sandy Kamaole Beach Park II. Guests of the 1-bedroom… More

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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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Grand Champions 55, Beautifully Renovated Single Level, Ocean Views, Split Ac

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

Suitable for 8 guests, the 3-bedroom Grand Champions 55, Beautifully Renovated Single Level, Ocean Views, Split Ac Villa Wailea is located approximately a 5-minute walk from the Olavine Spa & Salon… More

From US$ 1039 Book Now

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

Mkc106 Hawaiian Serene Paradise Oasis At The Pool

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

Up to 4 guests can stay at the 1-bedroom Mkc106 Hawaiian Serene Paradise Oasis At The Pool Wailea villa and enjoy Kihei Coastal Trail, located merely a 6-minute walk away. Featuring a Jacuzzi, this… 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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Grand Champions 163 - Gc 163 2Bd Wailea Condo W Ac Pool Close To

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

Offering an outdoor swimming pool, the 2-bedroom Grand Champions 163 - Gc 163 2Bd Wailea Condo W Ac Pool Close To villa is situated a stone's throw from the Olavine Spa & Salon and can accommodate up… More

From US$ 384 Book Now

Kamaole Sands 10-214

2695 South Kihei Rd., Unit #10-214, Wailea (Maui), United States Show map

Offering Wi-Fi, a lift and a tour desk, Kamaole Sands 10-214 Wailea villa offers a prime location just 1.6 km from Kilohana Park. Guests can enjoy windsurfing, horse riding, and table tennis at the 2… More

From US$ 409 Book Now

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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126 Hale Kamaole

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

The spacious 1-bedroom 126 Hale Kamaole Apartment Wailea features a prime location about 25 minutes' walk from Cove Park and hosts up to 5 guests. Wi-Fi is provided for both business and leisure… More

From US$ 352 Book Now

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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Wailea Ekahi 18F

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

During the stay at Wailea Ekahi 18F Villa, guests can indulge in windsurfing, snorkelling, and hiking or visit the Mokapu Beach, located 2.8 km away. Located 10 minutes' drive from The Shops at… More

From US$ 474 Book Now

Palms At Wailea 705 - Beautiful Reno, Split Ac

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

Offering a location approximately a 20-minute walk from The Shops at Wailea Outdoor Mall, the 2-bedroom Palms At Wailea 705 - Beautiful Reno, Split Ac Villa gives access to various tourist spots in… More

From US$ 467 Book Now

Beautifully Remodeled Ocean View Condo In Wailea We27B

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

Beautifully Remodeled Ocean View Condo In Wailea We27B villa is located 2.9 km from the Kamaole Beach Park III and provides snorkelling, horseback riding, and fishing for active guests. Offering… More

From US$ 598 Book Now

8-403 Kamaole Sands

2695 S Kihei Rd #8-403, Wailea (Maui), United States Show map

The 2-bedroom 8-403 Kamaole Sands Wailea villa is nestled 550 metres from the Kamaole Beach Park III and can accommodate up to 6 guests. Featuring a Jacuzzi, the holiday home is 3.1 km from the Sandy… More

From US$ 598 Book Now

Kamaole Sands 6-303 - Courtyard And Ocean Views

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

Situated just 0.7 km from the Kamaole Beach Park III, the 1-bedroom Kamaole Sands 6-303 - Courtyard And Ocean Views Wailea villa can host up to 4 guests and offers a hot tub, ensuring a relaxing stay… More

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Haleakala Shores A-302 - Stunning Ocean View Condo

2619 S Kihei Rd, Kihei, Wailea (Maui), United States Show map

Located in the Kamaole Beach district of Wailea, about 5 minutes' walk from Kamaole Beach Park 2, the 2-bedroom Haleakala Shores A-302 - Stunning Ocean View Condo Wailea villa offers sea views. More

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Kamaole Sands 7-406, Courtyard & Ocean Views, Ac

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

The 2-bedroom Kamaole Sands 7-406, Courtyard & Ocean Views, Ac Wailea villa is nestled a mere 9 minutes' walk from the Kamaole Beach Park III and can accommodate up to 6 guests. Offering a Jacuzzi… More

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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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Hale Kamaole 210 - Hak 210 1Bd Ocean View Walk To The Beach And

2737 South Kihei Road, Unit 210, Wailea (Maui), United States Show map

Overlooking the sea, Hale Kamaole 210 - Hak 210 1Bd Ocean View Walk To The Beach And Wailea villa enjoys a prime setting a 6-minute walk from Kihei Coastal Trail. More

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Haleakala Shores A-302

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

Staying at Haleakala Shores A-302 Wailea villa, guests can easily reach Kamaole Beach Park 2, located just 300 metres away. More

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Wailea Elua, #0908

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

Located 700 metres from Makena State Park, Wailea Elua, #0908 Apartment accommodates up to 5 guests. The spacious apartment offers the perfect ambiance for a relaxing stay, with a Jacuzzi included. More

From US$ 670 Book Now

Kamaole Sands 7307 - Kas 7307 Remodeled Condo Across Beach W Poo

2695 South Kihei Road, Unit 7307, Wailea (Maui), United States Show map

Located 250 metres from the Kamaole Beach Park III, Kamaole Sands 7307 - Kas 7307 Remodeled Condo Across Beach W Poo Wailea villa is suitable for 4 guests and provides an outdoor swimming pool to… More

From US$ 492 Book Now

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 Beach Villas

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

Offering a Jacuzzi for a relaxing experience, Wailea Beach Villas is located a 19-minute walk from the fringed Ulua Beach Park. More

From US$ 1302 Book Now

Grand Champions Golf Villas 94

155 Wailea Ike Pl. #94, Wailea (Maui), United States Show map

Situated right near the Olavine Spa & Salon, the 3-bedroom Grand Champions Golf Villas 94 Wailea is ideal for up to 8 guests. This holiday home features opportunities for windsurfing, snorkelling… More

From US$ 719 Book Now

Kamaole Sands 7-207

2695 S. Kihei Rd., Unit #7-207, Wailea (Maui), United States Show map

During the stay at Kamaole Sands 7-207 Wailea villa, guests can indulge in windsurfing, snorkelling, and ping-pong or visit the Keawakapu Beach, located a 14-minute walk away. Offering horse riding… More

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Palms At Wailea 1306 - Paw 1306 Remodeled Wailea 2Bd W Ac Pool O

3200 Wailea Alanui Drive, Unit 1306, Wailea (Maui), United States Show map

Featuring an outdoor swimming pool, Palms At Wailea 1306 - Paw 1306 Remodeled Wailea 2Bd W Ac Pool O Villa is suitable for up to 6 people and is located only 1.8 km from Makena State Park. More

From US$ 790 Book Now

Charming Beachside Garden Vistas

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

During the stay at Charming Beachside Garden Vistas Wailea villa, guests can indulge in a Jacuzzi or visit Hawaiian Moons Natural Foods, located 17 minutes' walk away. Located only 1.7 km from the… More

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Ekolu 1606

10 Wailea Ekolu Place #1606, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the 2-room Ekolu 1606 Apartment Wailea, which is only 1.4 km from The Shops at Wailea Outdoor Mall and nearly a 10-minute drive from the Mokapu Beach. The… More

From US$ 365 Book Now