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2026-09-27
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Vacation Rentals in Wailea (Maui)

Kamaole Sands 10-210

2695 South Kihei Rd., Unit #10-210, Wailea (Maui), United States Show map

Situated merely a 5-minute stroll from the Kamaole Beach Park III, the 1-bedroom Kamaole Sands 10-210 Wailea villa is suitable for 4 guests and provides an outdoor swimming pool to relax in. Located… More

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New Bathrooms! Spectacular Penthouse At Oceanview

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

Boasting a Jacuzzi, the 3-bedroom New Bathrooms! Spectacular Penthouse At Oceanview Wailea villa is located approximately a 5-minute walk from the Kamaole Beach Park III and can accommodate 8 guests.… More

From US$ 1196 Book Now

Kihei Akahi Resort - Unit C313

2531 South Kihei Road, Unit C313, Wailea (Maui), United States Show map

Located nearly 5 minutes on foot from the sandy Kamaole Beach Park II, the 1-bedroom Kihei Akahi Resort - Unit C313 Wailea villa provides an outdoor swimming pool as well as snorkelling to diversify… More

From US$ 308 Book Now

Kihei Akahi Resort - Unit C618

2531 South Kihei Road, Unit C618, Wailea (Maui), United States Show map

Situated approximately a 5-minute walk from the sandy Kamaole Beach Park II, the 1-bedroom Kihei Akahi Resort - Unit C618 Wailea villa is ideal for up to 3 guests. More

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Wailea Ekahi 17D - Wek 17D Wailea Retreat W Ocean View Pool Ac

3300 Wailea Alanui Drive, Unit 17D, Wailea (Maui), United States Show map

Wailea Ekahi 17D - Wek 17D Wailea Retreat W Ocean View Pool Ac Villa is located only 1.9 km from the Sandy Wailea Public Beach and provides an outdoor swimming pool, ensuring a relaxing stay. More

From US$ 272 Book Now

Wailea Elua Village 803, Ocean Views, Modern Reno

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

Along with proximity to Makena State Park, located only 0.7 km away, the 3-bedroom Wailea Elua Village 803, Ocean Views, Modern Reno villa provides access to a fitness room. Hosting up to 6 guests… More

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Kamaole Sands 6-401

2695 South Kihei Rd., Unit #6-401, Wailea (Maui), United States Show map

Situated about a 5-minute stroll from the Kamaole Beach Park III, the 2-bedroom Kamaole Sands 6-401 Wailea villa ensures a great leisure experience by offering windsurfing, snorkelling, and hiking. More

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Hale Kamaole 109

2737 South Kihei Rd. #109, Wailea (Maui), United States Show map

Hale Kamaole 109 Apartment Wailea features a prime location a 14-minute walk from Hawaiian Moons Natural Foods and hosts up to 2 guests. Wi-Fi and a private parking lot are also available at this… More

From US$ 161 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

Kihei Akahi C-319 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 2-bedroom Kihei Akahi C-319 By Coldwell Banker Island Vacations Apartment Wailea entices guests with a Jacuzzi. Maui's World… More

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Grand Champions 174

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

Up to 8 guests can stay at the 2-bedroom Grand Champions 174 Villa Wailea and enjoy the Wailea Town Center, located about 5 minutes' walk away. This 2-bathroom villa features opportunities for… More

From US$ 756 Book Now

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

Beautifully Remodeled Wailea Condo Perfect For Your Family Vacation

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

Featuring a convenient location, the 2-bedroom Beautifully Remodeled Wailea Condo Perfect For Your Family Vacation Wailea offers views of the sea, nearly a 25-minute walk from Keawakapu Beach. The… 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

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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Grand Champions 106

155 Wailea Ike Pl., Unit 106, Wailea (Maui), United States Show map

Suitable for 8 guests, Grand Champions 106 Villa Wailea offers a location merely a 5-minute walk from the Wailea Town Center and features massage therapy and barbecue. This 3-bedroom villa features… More

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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 Elua Village - Coraltree Residence Collection

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

Located a mere 0.9 km from The Shops at Wailea Outdoor Mall, Wailea Elua Village - Coraltree Residence Collection villa boasts a swimming pool with a Jacuzzi. Featuring garden views, this Wailea… More

From US$ 695 Book Now

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

Grand Champions 185

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

To enjoy your vacation in Wailea, stay at Grand Champions 185 Apartment Wailea, which is 2.8 km from Wailea Golf Club and approximately 10 minutes' drive from the Kamaole Beach Park III. The… More

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Kamaole Sands 5-216

2695 South Kihei Road 5-216, Wailea (Maui), United States Show map

The spacious Kamaole Sands 5-216 Wailea apartment features a prime location approximately 15 minutes' walk from Kihei Coastal Trail and hosts up to 6 guests. The inclusion of a Jacuzzi guarantees a… More

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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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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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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

Extraordinary Molokini Views, Spectacular Renovation, New Split Ac, Ocean Views!

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

The 2-bedroom Extraordinary Molokini Views, Spectacular Renovation, New Split Ac, Ocean Views! Wailea villa hosts up to 4 guests and provides proximity to The Shops at Wailea Outdoor Mall, situated… 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 M109

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

The 79 m² Maui Kamaole M109 Apartment Wailea is located 18 minutes' walk from the Redline Rafting and 2.9 km from the Sandy Wailea Public Beach. At this 1-bedroom apartment, Wi-Fi and private car… More

From US$ 161 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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Beautiful Palms At Wailea Condo!

3200 Wailea Alanui Drive Unit 1604, Wailea (Maui), United States Show map

The spacious Beautiful Palms At Wailea Condo! features a convenient location 25 minutes' walk from the Kihei Boat Ramp and hosts up to 4 guests. Providing a Jacuzzi, this apartment ensures a more… More

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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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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

3Rd Floor Oceanfront Mana Kai Unit

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

The 1-room 3Rd Floor Oceanfront Mana Kai Unit Wailea apartment boasts a prime location only 9 minutes on foot from Kihei Boat Ramp. The apartment with an outdoor swimming pool is a mere 100 metres… 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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