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

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

Wailea Elua 705 Oceanfront Beach Retreat

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

Wailea Elua 705 Oceanfront Beach Retreat villa is located a mere 8 minutes' walk from the Mokapu Beach and offers a Jacuzzi, ensuring guests a relaxing stay. Located 2.5 km from the Keawakapu Beach… More

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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

New Listing! - Wailea Ekahi 39E - Luxurious Ocean View Condo, Split Ac!

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

Located merely 1.5 km from Makena State Park, the 1-bedroom New Listing! - Wailea Ekahi 39E - Luxurious Ocean View Condo, Split Ac! villa provides access to various tourist attractions in the… More

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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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Ekolu 1403

10 Waliea Ekolu Place, 1403, Wailea (Maui), United States Show map

The 1-bedroom Ekolu 1403 Villa Wailea is located about 15 minutes' walk from Makena State Park and provides windsurfing, snorkelling, and cycling for active guests. Offering horse riding tours, the… More

From US$ 267 Book Now

Maui Parkshore 307 - Stunning Remodel, Ocean Views

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

Located in the Kamaole Beach district, 5 minutes on foot from Kamaole Beach Park 2, Maui Parkshore 307 - Stunning Remodel, Ocean Views Wailea villa offers ocean views. More

From US$ 536 Book Now

Grand Champions 136 By Coldwell Banker Island Vacations

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

The 1-room Grand Champions 136 By Coldwell Banker Island Vacations Apartment Wailea offers easy entry to such city sights as the Wailea Town Center, situated about a 5-minute walk away. Guests can… More

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Kihei Surfside #110

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

To enjoy your vacation in Wailea, stay at the spacious 68 m² Kihei Surfside #110 Apartment Wailea, which is around a 10-minute ride from the Sandy Wailea Public Beach and just 0.7 km from Surf Shack.… More

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Wailea Elua, #2501

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

The 2-room Wailea Elua, #2501 Apartment is located 18 minutes' walk from the Mokapu Beach and 3.9 km from the neighborhood Charley Young Beach. Welcoming guests with a Jacuzzi, this spacious… More

From US$ 1141 Book Now

Mbq110S Tropical Serenity - Charming Maui Banyan Studio

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

Offering a Jacuzzi for a relaxing experience, Mbq110S Tropical Serenity - Charming Maui Banyan Studio Wailea villa is located 3.9 km from the Saint Theresa Roman Catholic Church. This 1-bedroom… More

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Grand Champions Golf Villas 153

155 Wailea Ike. Place, #153, Wailea (Maui), United States Show map

Grand Champions Golf Villas 153 Wailea is located 13 minutes' walk from the Sandy Wailea Public Beach and provides canoeing, hiking, and fishing for active guests. Offering horse riding tours, this 3… More

From US$ 879 Book Now

Elua 2001

3600 Wailea Alanui, #2001, Wailea (Maui), United States Show map

Located nearly 25 minutes' walk from the Redline Rafting, the 2-bedroom Elua 2001 Villa Wailea provides access to various tourist attractions in the vicinity. Offering horse riding tours, this Wailea… More

From US$ 1320 Book Now

Wailea Ekahi 43D - Wek 43D Remodeled Wailea 2Bd W Ac Pool Near B

3300 Wailea Alanui Drive, Unit 43D, Wailea (Maui), United States Show map

Situated about a 25-minute walk from A Promise Made in Paradise, the 2-bedroom Wailea Ekahi 43D - Wek 43D Remodeled Wailea 2Bd W Ac Pool Near B Villa entices guests to explore various tourist… More

From US$ 460 Book Now

Kihei Akahi D-105

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

The spacious 61 m² Kihei Akahi D-105 Apartment Wailea is nearly a 5-minute stroll from the sandy Kamaole Beach Park II and welcomes guests with a Jacuzzi. The Redline Rafting is only 1.2 km from the… More

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Maui Parkshore 408 By Coldwell Banker Island Vacations

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

Maui Parkshore 408 By Coldwell Banker Island Vacations Wailea apartment offers a prime location, only 8 minutes' stroll from the Redline Rafting, and access to a golf course for active guests. More

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Ekahi Ocean View Escape And Close To Beach

3300 Wailea Alanui Unit#21F, Wailea (Maui), United States Show map

The spacious 1-bedroom Ekahi Ocean View Escape And Close To Beach Wailea apartment offers guests an opportunity to enjoy the sunsets on the shore of Lily Pond, set about a 25-minute walk away. The… More

From US$ 322 Book Now

Little Slice Of Paradise With A Garden View

2531 South Kihei Road Unit#A104, Wailea (Maui), United States Show map

Located 12 minutes' walk from Kihei Boat Ramp, the spacious Little Slice Of Paradise With A Garden View Wailea apartment overlooks the sea. Offering access to an outdoor swimming pool, this apartment… More

From US$ 321 Book Now

A-304 Haleakala Shores

2619 S Kihei Rd #A-304, Wailea (Maui), United States Show map

Located in the Kamaole Beach district of Wailea, the 97 m² A-304 Haleakala Shores Wailea apartment is merely 5 minutes' walk from the Kamaole Beach Park III and 2.9 km from Wailea Tennis Club, which… More

From US$ 456 Book Now

Kihei Akahi B102

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

The 2-room Kihei Akahi B102 Apartment Wailea offers proximity to such tourist attractions as Kamaole Beach Park 2, situated approximately a 5-minute walk away. The apartment features Wi-Fi, along… More

From US$ 303 Book Now

Maui Kamaole M106 - Mko M106 Remodeled Condo W Ac Pool Walk To B

2777 South Kihei Road, Unit M106, Wailea (Maui), United States Show map

Situated 2.9 km from the Sandy Wailea Public Beach, the 2-bedroom Maui Kamaole M106 - Mko M106 Remodeled Condo W Ac Pool Walk To B Wailea villa is suitable for 6 guests and provides an outdoor… More

From US$ 260 Book Now

Wailea Grand Champions - Coraltree Residence Collection

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

Situated only steps away from the Olavine Spa & Salon, Wailea Grand Champions - Coraltree Residence Collection villa provides guests with a Jacuzzi for additional relaxation. Offering Wi-Fi, the… More

From US$ 627 Book Now

Kamaole Sands 5-416

2695 South Kihei Rd., Unit 5-416, Wailea (Maui), United States Show map

Offering an outdoor swimming pool, the 2-bedroom Kamaole Sands 5-416 Wailea villa is situated just around the corner from the Kamaole Beach Park III and can accommodate up to 6 guests. Overlooking… More

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Kamaole Sands 3-103

2695 South Kihei Rd., Unit #3-103, Wailea (Maui), United States Show map

Situated approximately 5 minutes' walk from the Kamaole Beach Park III, the 1-bedroom Kamaole Sands 3-103 Wailea villa entices guests with windsurfing, snorkelling, and fishing in the area. Providing… More

From US$ 232 Book Now

Kihei Akahi C418- Partial Oceanview, Ac, 1Bedroom, Across From Beach

2531 South Kihei Road C418, Wailea (Maui), United States Show map

Located about a 5-minute walk from Kamaole Beach Park 2, the 61 m² Kihei Akahi C418- Partial Oceanview, Ac, 1Bedroom, Across From Beach Wailea apartment gives quick access to various tourist spots in… More

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Wailea Ekahi Village - Coraltree Residence Collection

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

Located about a 20-minute walk from the Sandy Wailea Public Beach, Wailea Ekahi Village - Coraltree Residence Collection villa gives access to various tourist sites in the vicinity. More

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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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Kamaole Sands 10-215

2695 South Kihei Rd., Unit #10-215, Wailea (Maui), United States Show map

Offering an outdoor swimming pool, the 2-bedroom Kamaole Sands 10-215 Wailea villa is located approximately 5 minutes' walk from the Kamaole Beach Park III and is ideal for up to 6 guests. This… More

From US$ 566 Book Now

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 Hill 66 - Mhl 66 3Bd Condo Across From Keawakapu Beach & St

2881 South Kihei Road, Unit 66, Wailea (Maui), United States Show map

The 3-bedroom Maui Hill 66 - Mhl 66 3Bd Condo Across From Keawakapu Beach & St Wailea villa accommodates up to 8 guests and offers proximity to the Keawakapu Beach, located merely a 5-minute walk… More

From US$ 762 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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Maui Banyan P104

2575 South Kihei Road, Unit P104, Wailea (Maui), United States Show map

At the 2-bedroom Maui Banyan P104 Villa Wailea, guests can enjoy horse riding as well as a location only 5 minutes' walk from the sandy Kamaole Beach Park II. Located 3.1 km from Wailea Tennis Club… More

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Maui Kamaole A110

2777 S. Kihei Road, A110, Wailea (Maui), United States Show map

The 1-bedroom Maui Kamaole A110 Villa Wailea, located around 5 minutes' walk from Kihei Coastal Trail, can host up to 4 guests. This accommodation features opportunities for windsurfing, snorkelling,… More

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Maui Kamaole I217

2777 S. Kihei Rd., I217, Wailea (Maui), United States Show map

The 2-bedroom Maui Kamaole I217 Villa Wailea is situated only 1 km from the Kamaole Beach Park III and boasts yoga instruction for active guests. Located around a 10-minute drive from the Lava Fields… 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 Kamaole J-104 - Private Lanais, Split Ac

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

Nestled nearly 15 minutes' walk from Kamaole II Beach, Maui Kamaole J-104 - Private Lanais, Split Ac Villa Wailea offers guests to relax in a Jacuzzi. More

From US$ 313 Book Now