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2026-09-19
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Wailea (Maui) Vacation Rentals

Mana Kai #303 By Coldwell Banker Island Vacations

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

Featuring a beachfront location approximately 5 minutes' walk from Blue Water Rafting, the spacious 2-bedroom Mana Kai #303 By Coldwell Banker Island Vacations Apartment Wailea accommodates up to 6… More

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Grand Champions 30 By Coldwell Banker Island Vacations

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

Situated a 5-minute walk from the Wailea Town Center, the spacious Grand Champions 30 By Coldwell Banker Island Vacations Apartment Wailea offers a Jacuzzi for 7 visitors. Wi-Fi and a private parking… More

From US$ 560 Book Now

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

Wailea Ekolu Village 410

10 Wailea Ekolu Pl  Building 4 Unit 10, Wailea (Maui), United States Show map

Located a 20-minute walk from the Sandy Wailea Public Beach, the spacious Wailea Ekolu Village 410 apartment overlooks the sea. Offering access to an outdoor swimming pool, this apartment is in… More

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Palms At Wailea 2303 By Coldwell Banker Island Vacations

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

Situated within 20 minutes' walk of the Kihei Boat Landing, the spacious 2-bedroom Palms At Wailea 2303 By Coldwell Banker Island Vacations Apartment offers a Jacuzzi for 6 visitors. The nearest bus… More

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Grand Champions 36 By Coldwell Banker Island Vacations

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

The spacious Grand Champions 36 By Coldwell Banker Island Vacations Apartment Wailea is 9 minutes' walk from Makena State Park and welcomes guests with a hot tub. Wi-Fi and private car parking are… More

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Serene Maui Retreat Walk To Beach & Shops

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

To enjoy your vacation in Wailea, stay at the 60 m² Serene Maui Retreat Walk To Beach & Shops Wailea apartment, which is 2.7 km from Polo Beach Park and merely 12 minutes' walk from Honolua Surf Co. More

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Maui Banyan Q-109 Unit B

2575 S Kihei Rd #Q109 Unit B, Wailea (Maui), United States Show map

The spacious 84 m² Maui Banyan Q-109 Unit B Apartment Wailea is located in Wailea, only 1.9 km from Lava Fields, and pampers guests with a Jacuzzi. Kamaole Beach Park 2 is just a 5-minute walk away… More

From US$ 254 Book Now

Grand Champions 101

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

The 98 m² Grand Champions 101 Apartment Wailea is located in Wailea, merely a 12-minute walk from the Eclectic Image Gallery Maui, and boasts a Jacuzzi. Wi-Fi and a private parking lot are provided… More

From US$ 246 Book Now

Wailea Elua, #2003

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

The 93 m² Wailea Elua, #2003 Apartment is located in Wailea, merely a 13-minute walk from Wailea Tennis Club, and pampers guests with a Jacuzzi. Wi-Fi is provided for both business and leisure… More

From US$ 1627 Book Now

Polo Beach Club 309 By Coldwell Banker Island Vacations

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

Located 500 metres from the Palauea Beach and the Polo Beach, Polo Beach Club 309 By Coldwell Banker Island Vacations Wailea apartment features views of the sea. Boasting a hot tub, the spacious… More

From US$ 1608 Book Now

Mana Kai #814 By Coldwell Banker Island Vacations

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

Featuring a beachfront location fairly close to Surf Shack, the spacious Mana Kai #814 By Coldwell Banker Island Vacations Apartment Wailea accommodates up to 6 guests. Wi-Fi and private parking are… More

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Kihei Akahi C-507 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 1-bedroom Kihei Akahi C-507 By Coldwell Banker Island Vacations Apartment Wailea offers a Jacuzzi for up to 4 guests. The… More

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246 Hale Kamaole

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

Located a mere 6 minutes' stroll from the Redline Rafting, the spacious 103 m² 246 Hale Kamaole Apartment Wailea accommodates up to 7 guests. It enjoys a prime location, 2.6 km from Wailea Tennis… More

From US$ 464 Book Now

Kamaole Sands

2695 S Kihei Rd #8-411, Wailea (Maui), United States Show map

Featuring a prime location a 6-minute walk from the Kihei Boat Landing, the spacious Kamaole Sands Wailea apartment accommodates up to 6 guests. This apartment offers the perfect ambiance for a… More

From US$ 944 Book Now

Grand Champions Ocean View 3 Bedroom Extra Large Corner Suite Great For Families Complimentary Car With 6 Nights Gch-134 By Kbm

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

Located merely 5 minutes' walk from Olavine Spa & Salon and Wailea Town Center, the 146 m² Grand Champions Ocean View 3 Bedroom Extra Large Corner Suite Great For Families Complimentary Car With 6… More

From US$ 1200 Book Now

Hale Kamaole 332

2737 South Kihei Rd. #332, Wailea (Maui), United States Show map

The spacious 3-bedroom Hale Kamaole 332 Apartment Wailea is a good choice for accommodating up to 8 guests, offering a convenient setting approximately 25 minutes' walk from Cove Park. This 103 m²… More

From US$ 390 Book Now

Maui Banyan Q408A & Q408

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

Situated within 25 minutes' walk of Kalama Park Pavilion, the spacious 111 m² Maui Banyan Q408A & Q408 Apartment Wailea offers a Jacuzzi for 6 visitors. The 2-bedroom apartment boasts a prime… More

From US$ 431 Book Now

Bright Cool Condo With Ocean And Mountain Views

2531 South Kihei Road Unit#C611, Wailea (Maui), United States Show map

The 1-room Bright Cool Condo With Ocean And Mountain Views Wailea is situated in a mountain and about a 5-minute walk from Kamaole Beach Park 2. Situated a short way from Kamaole Beach Park III, the… More

From US$ 222 Book Now

Kihei Surfside, #211

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

Located in close proximity to the Keawakapu Beach and 5 Palms, the spacious 1-bedroom Kihei Surfside, #211 Apartment Wailea features views of the sea. This 68 m² apartment offers modern facilities… More

From US$ 598 Book Now

Maui Banyan T304

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

To enjoy your vacation in Wailea, stay at Maui Banyan T304 Wailea apartment, which is 1.4 km from Hawaiian Moons Natural Foods and 10 minutes' drive from the expansive Kalama Seaside Park. More

From US$ 434 Book Now

Maui Kamaole L107 By Coldwell Banker Island Vacations

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

Maui Kamaole L107 By Coldwell Banker Island Vacations Apartment Wailea is situated in Wailea, 14 minutes' walk from the Keawakapu Beach, and offers spa amenities such as a Jacuzzi. While staying in… More

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4-309 Kamaole Sands

2695 S Kihei Rd #4-309, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom 4-309 Kamaole Sands Wailea apartment, which is about a 10-minute ride from the Hope Chapel and merely 1.5 km from the Redline Rafting.… More

From US$ 770 Book Now

Kamaole Sands 1-102 By Pmi Maui

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

Located right in the centre of Wailea, the family-friendly Kamaole Sands 1-102 By Pmi Maui Wailea apartment offers fast access to the Kihei Boat Landing 18 minutes' walk away. Set only 500 metres… More

From US$ 208 Book Now

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

Palms At Wailea 601 By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 115 m² Palms At Wailea 601 By Coldwell Banker Island Vacations Apartment, which is around 900 metres from Keawakapu Beach and approximately a 10… More

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Kihei Kai Nani - Maui Vista

2495 South Kihei Road, Wailea (Maui), United States Show map

The spacious 60 m² Kihei Kai Nani - Maui Vista Apartment Wailea offers a beachfront location, just 6 minutes' stroll from the Kamaole Beach Park III, and access to world-class golf courses for active… More

From US$ 569 Book Now

Palms At Wailea 2202 By Coldwell Banker Island Vacations

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

Situated a 20-minute walk from the Kihei Boat Landing, the spacious Palms At Wailea 2202 By Coldwell Banker Island Vacations Apartment offers a Jacuzzi for 6 visitors. Wi-Fi and private car parking… More

From US$ 303 Book Now

Wailea Elua, #2010

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

The 2-room Wailea Elua, #2010 Apartment enjoys a beachfront location 700 metres from Makena State Park. Boasting a Jacuzzi, this spacious apartment, suitable for 6 guests, is 2.7 km from Wailea… More

From US$ 987 Book Now

Kihei Akahi C414- Partial Ocean View Kihei Condo, Walk To Beach

2531 South Kihei Road C414, Wailea (Maui), United States Show map

The 56 m² Kihei Akahi C414- Partial Ocean View Kihei Condo, Walk To Beach Wailea is located 2.6 km from A Promise Made in Paradise and around a 25-minute walk from the expansive Kalama Seaside Park. More

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Kihei Akahi C308- Perfectly Located South Kihei Condo, Walk To The Beach

2531 South Kihei Road C308, Wailea (Maui), United States Show map

Kihei Akahi C308- Perfectly Located South Kihei Condo, Walk To The Beach Wailea is within 200 metres of the sandy Kamaole Beach Park II and can accommodate up to 4 guests. Wi-Fi and private car… More

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Palms At Wailea 1302 By Coldwell Banker Island Vacations

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

The spacious 121 m² Palms At Wailea 1302 By Coldwell Banker Island Vacations Apartment is located within 25 minutes' walk of the fringed Ulua Beach Park and offers spa facilities such as a hot tub. More

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Beachside Maui Studio With Pool & Hot Tub Access

2575 South Kihei Road P403 A, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the 22 m² Beachside Maui Studio With Pool & Hot Tub Access Wailea, which is 850 m from Maui Fine Art Gallery and about 25 minutes' walk from Cove Park. More

From US$ 472 Book Now

Grand Champions Villas Ocean View 4 Bedroom Sleeps 14 Complimentary Car With 6 Nights Gch Ml-1496 By Kbm

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

The spacious 294 m² Grand Champions Villas Ocean View 4 Bedroom Sleeps 14 Complimentary Car With 6 Nights Gch Ml-1496 By Kbm Wailea apartment is a good choice for accommodating up to 14 guests… More

From US$ 1338 Book Now

Haleakala Shores #A-408 Spacious Open Floor Plan In Heart Of Kihei, By Beach

2619 S. Kihei Rd., Haleakala Shores #A-408, Wailea (Maui), United States Show map

Haleakala Shores #A-408 Spacious Open Floor Plan In Heart Of Kihei, By Beach Wailea apartment offers setting in a residential area of Wailea, about 5 minutes' walk from the Kamaole Beach Park III. More

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Wailea Grand Champions 146

155 Wailea Ike Place  Unit 146, Wailea (Maui), United States Show map

The 84 m² Wailea Grand Champions 146 Apartment is nearly a 10-minute walk from Wailea Old Blue Clubhouse. Featuring a Jacuzzi, this spacious apartment is just near Olavine Spa & Salon and is ideal… More

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Stylish Hawaiian Tropical Oceanview Vistas

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

Featuring a prime location a mere 5 minutes' walk from Kamaole Beach Park 2, the 79 m² Stylish Hawaiian Tropical Oceanview Vistas Apartment Wailea accommodates up to 4 guests. High-speed Internet… More

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Grand Champions Villas Ocean View 5 Bedroom Sleeps 12 Complimentary Car With 6 Nights Gch Ml-1149 By Kbm

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

The spacious Grand Champions Villas Ocean View 5 Bedroom Sleeps 12 Complimentary Car With 6 Nights Gch Ml-1149 By Kbm Wailea apartment is located a 6-minute walk from the Wailea Town Center and… More

From US$ 1509 Book Now

Maui Kamaole #H-108 Ocean View Condo Across The Street From Beach, Full A/C

2777 S. Kihei Road, Maui Kamaole #H-108, Wailea (Maui), United States Show map

Maui Kamaole #H-108 Ocean View Condo Across The Street From Beach, Full A/C Wailea is nestled in a residential area of Wailea, only 0.7 km from Surf Shack and around a 25-minute walk from the… More

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Kihei Surfside #305

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

Featuring a beachfront location, the spacious 1-bedroom Kihei Surfside #305 Apartment Wailea offers views of the sea, about 25 minutes' walk from A Promise Made in Paradise. Wi-Fi is provided for… More

From US$ 475 Book Now

Grand Champions Ocean View 2 Bedroom Extra Large Corner Suite Great For Families Complimentary Car With 6 Nights Gch-120 By Kbm

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

The 2-bedroom Grand Champions Ocean View 2 Bedroom Extra Large Corner Suite Great For Families Complimentary Car With 6 Nights Gch-120 By Kbm Wailea enjoys a convenient location fairly close to… More

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Wailea Ekahi 34B By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 88 m² Wailea Ekahi 34B By Coldwell Banker Island Vacations Apartment, which is just 1.6 km from Makena State Park and about a 10-minute ride… More

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Maui Kamaole K-207 Recently Remodeled, Views, Pools, Hot Tub, A/C, W/D

2777 S. Kihei Rd., Maui Kamaole #K-207, Wailea (Maui), United States Show map

The spacious Maui Kamaole K-207 Recently Remodeled, Views, Pools, Hot Tub, A/C, W/D Apartment Wailea offers setting in a residential area of Wailea, around 5 minutes' walk from the Redline Rafting. More

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Grand Champions 170 By Coldwell Banker Island Vacations

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

The 3-room Grand Champions 170 By Coldwell Banker Island Vacations Apartment Wailea offers proximity to such tourist attractions as the Wailea Town Center, situated about a 5-minute walk away. More

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Grand Champions 74 By Coldwell Banker Island Vacations

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

Grand Champions 74 By Coldwell Banker Island Vacations Apartment Wailea is located in Wailea, nearly 25 minutes' walk from the Redline Rafting, and pampers guests with a Jacuzzi. The apartment is… More

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Makena Surf, #B-208

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

The 145 m² Makena Surf, #B-208 Apartment Wailea is located an 18-minute walk from the Keawala'i Congregational Church and 3.3 km from Wailea Tennis Club. While staying in this 2-bedroom apartment… More

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Peaceful Luxury Condo At Grand Champions, Great Location, Mountain And Golf Course Views

155 Wailea Ike Pl. #103, Wailea (Maui), United States Show map

The spacious Peaceful Luxury Condo At Grand Champions, Great Location, Mountain And Golf Course Views Wailea lies in a prime location in Wailea, approximately a 5-minute walk from Wailea Tennis Club.… More

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Makena Surf, #F-110

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

Featuring views of the sea, Makena Surf, #F-110 Apartment Wailea is conveniently set 25 minutes' walk from Polo Beach Park. Boasting a Jacuzzi, the apartment, suitable for 6 guests, is right near the… More

From US$ 977 Book Now

Maui Kamaole #L-203 Full Ocean View, A/C Throughout, Wifi, Great Location

2777 S. Kihei Rd., Maui Kamaole #L-203, Wailea (Maui), United States Show map

The 98 m² Maui Kamaole #L-203 Full Ocean View, A/C Throughout, Wifi, Great Location Apartment Wailea is nestled in a residential area of Wailea, only 450 m from Blue Water Rafting and approximately a… More

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Wailea Ekolu, #312

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

The spacious 99 m² Wailea Ekolu, #312 Apartment offers a prime location, just 7 minutes on foot from The Shops at Wailea Outdoor Mall, and access to a golf course for active guests. The 1-bedroom… More

From US$ 547 Book Now