Special offers and Exclusive deals

Search Hotels

2026-08-04
2026-08-05
Guests

Filter Results

Hotels by class

Enter name

Price per night

Accommodation type

Districts

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Vacation Rentals in Wailea (Maui)

Hale Kamaole 223

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

Located nearly 5 minutes' walk from the Kihei Boat Landing, Hale Kamaole 223 Villa Wailea offers quick access to various city attractions in the vicinity. More

From US$ 384 Book Now

Wailea Ekahi, #22D

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

The 1-room Wailea Ekahi, #22D Apartment, located in the Keawakapu Beach district of Wailea, just 1.3 km from Makena State Park, features views of the sea. With access to a tennis court, this spacious… More

From US$ 429 Book Now

Maui Kamaole H-205 Full A/C, 3 Mins To Beach Low-Density Property, Ocean View

2777 S Kihei Rd., Maui Kamaole #H-205, Wailea (Maui), United States Show map

More

Book Now

Kihei Akahi D604

2531 S. Kihei Rd., D604, Wailea (Maui), United States Show map

Featuring a lift and a tour desk, Kihei Akahi D604 Villa Wailea is located a 16-minute walk from the Redline Rafting. This villa offers guests a relaxing experience with a Jacuzzi. More

From US$ 320 Book Now

Kamaole Sands 6-207 By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Kamaole Sands 6-207 By Coldwell Banker Island Vacations Wailea apartment, which is merely 1.1 km from the Redline Rafting and only 14… More

Book Now

Grand Champions 32

155 Wailea Ike Pl., #32, Wailea (Maui), United States Show map

Grand Champions 32 Villa Wailea is situated 6 minutes' walk from the Wailea Town Center, featuring such comforts as Wi-Fi and private parking. More

Book Now

Maui Kamaole #F-210 Private, Across Kamaole Iii, Full A/C, Great Location

2777 S Kihei Rd, Maui Kamaole #F-210, Wailea (Maui), United States Show map

More

Book Now

Maui Banyan A 203 - 2B

2575 South Kihei Rd., Unit A203, Wailea (Maui), United States Show map

The 2-bedroom Maui Banyan A 203 - 2B Villa Wailea is located around a 20-minute walk from Cove Park and welcomes its guests to enjoy windsurfing, snorkelling, and hiking. Offering horse riding tours,… More

From US$ 418 Book Now

Kamaole Sands 2-203

2695 South Kihei Rd., Unit #2-203, Wailea (Maui), United States Show map

Offering an outdoor swimming pool, the 1-bedroom Kamaole Sands 2-203 Wailea villa is situated about a 5-minute walk from the Kamaole Beach Park III and can accommodate up to 4 guests. This property… More

Book Now

Hale Kamaole 150

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

Up to 2 guests can stay at Hale Kamaole 150 Villa Wailea and enjoy the Kihei Boat Landing, located merely 5 minutes' walk away. More

Book Now

Wailea Ekahi 39E

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

Nestled 20 minutes' walk from the Olavine Spa & Salon, Wailea Ekahi 39E Villa entices guests to explore various tourist destinations nearby. More

Book Now

Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story In Beautiful Wailea

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

The 2-bedroom Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story In Beautiful Wailea villa offers easy access to such tourist spots as Wailea Golf Club, located only a 6-minute walk… More

Book Now

Kamaole Sands 3-406, Gourmet Kitchen, Split Ac

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

Kamaole Sands 3-406, Gourmet Kitchen, Split Ac Wailea villa enjoys a prime location, 18 minutes' walk from the Kihei Boat Landing, and offers guests to unwind in a Jacuzzi. More

From US$ 317 Book Now

Kamaole Sands 9-110

2695 South Kihei Rd., Unit 9-110, Wailea (Maui), United States Show map

Featuring an outdoor swimming pool, Kamaole Sands 9-110 Wailea villa is suitable for up to 4 people and is located 14 minutes' walk from the Keawakapu Beach. Providing guests with Wi-Fi and private… More

Book Now

Maui Banyan P409

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

The 1-room Maui Banyan P409 Apartment Wailea provides swift access to various city landmarks, such as Kamaole Beach Park 2, located only 6 minutes' walk away. Featuring a Jacuzzi, the apartment is… More

From US$ 159 Book Now

Sunny Surf E301 At Makena Surf

4850 Makena Alanui Drive, Makena, Maui, Wailea (Maui), United States Show map

Sunny Surf E301 At Makena Surf Villa Wailea with a beachfront location just 0.7 km from the Nahuna entices guests with a Jacuzzi. The accommodation features opportunities for windsurfing, snorkelling… More

Book Now

Polo Beach Club 502 By Coldwell Banker Island Vacations

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

Situated just 650 metres from Fairmont Kea Lani, the spacious 111 m² Polo Beach Club 502 By Coldwell Banker Island Vacations Wailea apartment offers a Jacuzzi for 6 visitors. The Polo Beach is only a… More

Book Now

Bali Hai Pool Villa F102 At Wailea Beach Villas

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

Featuring a wellness centre and massage therapy, Bali Hai Pool Villa F102 At Wailea Beach Villas offers guests to enjoy a beachfront location 550 metres from The Shops at Wailea Outdoor Mall. More

Book Now

Kamaole Sands #10-216 Best Location Ocean View, Hot Tub, Fitness Center

2695 S Kihei Rd, Kamaole Sands #10-216, Wailea (Maui), United States Show map

More

Book Now

Polo Beach Club 705 By Coldwell Banker Island Vacations

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

The 121 m² Polo Beach Club 705 By Coldwell Banker Island Vacations Wailea apartment is located just 250 m from the Polo Beach and about a 25-minute walk from The Shops at Wailea Outdoor Mall. More

Book Now

Wailea Elua, #0909

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

The 1-room Wailea Elua, #0909 Apartment is located around 10 minutes by car from Wailea Emerald Course and about 4 km from the Makena Landing Park. Welcoming guests with a hot tub, this spacious… More

From US$ 478 Book Now

Chic Maui Condo Steps From Beach & Ocean

P308, 2575 South Kihei Road, Wailea (Maui), United States Show map

Situated just 6 minutes' walk from Kamaole Beach Park 2, the spacious 1-bedroom Chic Maui Condo Steps From Beach & Ocean Wailea entices guests with a Jacuzzi. Area attractions include the expansive… More

Book Now

Haleakala Shores #A-208 Quiet Location Across Kamaole Beach #3, Great Rates

2619 S. Kihei Rd., Haleakala Shores #A-208, Wailea (Maui), United States Show map

More

Book Now

Wailea Ekahi 36B By Coldwell Banker Island Vacations

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

The spacious 1-bedroom Wailea Ekahi 36B By Coldwell Banker Island Vacations Apartment features a beachfront location approximately 25 minutes' walk from Wailea Emerald Course and hosts up to 4 guests… More

Book Now

Haleakala Shores A403 By Coldwell Banker Island Vacations

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

Overlooking the sea, the 109 m² Haleakala Shores A403 By Coldwell Banker Island Vacations Wailea apartment is just a 14-minute walk from the Keawakapu Beach in Wailea. Offering access to an outdoor… More

Book Now

Kihei Akahi C-607

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

Situated about 25 minutes' walk from the expansive Kalama Seaside Park, the spacious 1-bedroom Kihei Akahi C-607 Apartment Wailea provides guests with Wi-Fi for either business or leisure. Such… More

From US$ 219 Book Now

Grand Champions #135, Shared Hot Tub, First Floor, Full A/C, Great Rates

155 Wailea Ike Pl., Grand Champions #135, Wailea (Maui), United States Show map

More

Book Now

One-Of-A-Kind Maui Getaway!

3535 Malina Place, Wailea (Maui), United States Show map

Located about a 25-minute stroll from the Sandy Wailea Public Beach, the 4-bedroom One-Of-A-Kind Maui Getaway! Villa Wailea offers a nightclub for guests' entertainment. Featuring a terrace, the… More

Book Now

Kamaole Sands 2-103

2695 South Kihei Road, Unit #2-103, Wailea (Maui), United States Show map

Situated about 5 minutes' walk from the Kamaole Beach Park III, the 1-bedroom Kamaole Sands 2-103 Wailea villa is ideal for up to 4 guests. The accommodation features opportunities for windsurfing… More

Book Now

Kamaole Sands 7-210

2695 South Kihei Road, Unit 7-210, Wailea (Maui), United States Show map

The 1-bedroom Kamaole Sands 7-210 Wailea villa is located around a 25-minute walk from the Half - mile - long Ulua Sandy Beach Park and provides snorkelling, hiking, and fishing for active guests. More

Book Now

Kamaole Sands 6-407

2695 S. Kihei Rd., Unit #6-407, Wailea (Maui), United States Show map

The 2-bedroom Kamaole Sands 6-407 Wailea villa hosts up to 6 guests and provides proximity to the Kamaole Beach Park III, situated only a 5-minute walk away. This Wailea holiday home features… More

From US$ 486 Book Now

Maui Kamaole #A-210 Panoramic Ocean View, Full A/C, Across Kamaole Bch III

2777 S. Kihei Rd., Maui Kamaole #A-210, Wailea (Maui), United States Show map

More

Book Now

Hale Kamaole 171 - Hak 171 Ground Floor Condo Near Beach W Ac

2737 South Kihei Road, Unit 171, Wailea (Maui), United States Show map

Staying at the 1-bedroom Hale Kamaole 171 - Hak 171 Ground Floor Condo Near Beach W Ac Wailea villa, guests can visit Hawaiian Moons Natural Foods, which is only 1.5 km away. More

Book Now

Mkb215 Oceanview Poolside Spacious 2-Bed Suite

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

Located only 5 minutes' walk from the Kihei Boat Ramp, Mkb215 Oceanview Poolside Spacious 2-Bed Suite Wailea villa provides guests with a Jacuzzi. This property features opportunities for windsurfing… More

From US$ 293 Book Now

Maui Kamaole #G-101 Ocean View, Close To Beach, A/C, Hot Tub, Great Rates

2777 S. Kihei Rd., Maui Kamaole #G-101, Wailea (Maui), United States Show map

The spacious Maui Kamaole #G-101 Ocean View, Close To Beach, A/C, Hot Tub, Great Rates Wailea apartment is located in a residential area of Wailea, 2.6 km from the Lava Fields. The maximum occupancy… More

Book Now

Palms At Wailea #1803 Large Private Lanai, Spacious Unit, Wifi Great Location

3200 Wailea Alanui Dr., Palms At Wailea #1803, Wailea (Maui), United States Show map

The 95 m² Palms At Wailea #1803 Large Private Lanai, Spacious Unit, Wifi Great Location apartment is nestled in a residential area of Wailea, about 25 minutes' walk from the Redline Rafting and… More

Book Now

Maui Kamaole J114

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

Maui Kamaole J114 Villa Wailea provides easy access to various city attractions, such as Blue Water Rafting, situated approximately 5 minutes' walk away. Located 3.7 km from the Mokapu Beach, this… More

Book Now

Wailea Beach Villa B202 By Coldwell Banker Island Vacations

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

Situated just 650 m from The Shops at Wailea Outdoor Mall, the 3-bedroom Wailea Beach Villa B202 By Coldwell Banker Island Vacations offers a Jacuzzi and can accommodate up to 8 guests. The villa… More

Book Now

Maui Banyan T-305B

2575 South Kihei Road, Maui Banyan T-305, Wailea (Maui), United States Show map

Maui Banyan T-305B Apartment Wailea provides easy access to various city attractions, such as Kamaole Beach Park 2, situated just a 5-minute walk away. More

From US$ 804 Book Now

Makena Surf #F-102

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

The spacious 145 m² Makena Surf #F-102 Apartment Wailea offers a prime location, just 0.7 km from the Nahuna, and access to a tennis court for active guests. Maluaka Beach is approximately a 20… More

From US$ 1338 Book Now

Palms At Wailea 102 By Coldwell Banker Island Vacations

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

Situated 2.6 km from Polo Beach Park, the spacious Palms At Wailea 102 By Coldwell Banker Island Vacations Apartment provides guests with Wi-Fi for either business or leisure. The inclusion of a… More

From US$ 620 Book Now

Kamaole Sands 2-104

2695 South Kihei Road, Unit #2-104, Wailea (Maui), United States Show map

Located 250 metres from the Kamaole Beach Park III, the 1-bedroom Kamaole Sands 2-104 Wailea villa is suitable for 4 guests and provides an outdoor swimming pool to relax in. The holiday home… More

From US$ 240 Book Now

Conveniently Located Two Bedroom Two Bath Hk319

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

The 102 m² Conveniently Located Two Bedroom Two Bath Hk319 Wailea apartment is located 2.9 km from the expansive Kalama Seaside Park and merely a 13-minute walk from Kamaole Beach Park 2. The maximum… More

From US$ 286 Book Now

B-204 Haleakala Shores

2619 S Kihei Rd #B-204, Wailea (Maui), United States Show map

Set in the Kamaole Beach district, 5 minutes' walk from Kihei Coastal Trail, the spacious B-204 Haleakala Shores Wailea apartment accommodates up to 8 guests. Wi-Fi is provided for both business and… More

From US$ 479 Book Now

Kamaole Sands 9-309

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

To enjoy your vacation in Wailea, stay at the spacious 76 m² Kamaole Sands 9-309 Wailea apartment, which is 2.4 km from the Kalama Park Pavilion and approximately 25 minutes' walk from Cove Park. The… More

Book Now

Kamaole Sands 2-105

2695 South Kihei Rd., Unit #2-105, Wailea (Maui), United States Show map

Located only a 5-minute walk from the Kamaole Beach Park III, Kamaole Sands 2-105 Wailea villa features an outdoor swimming pool and can accommodate up to 4 guests. Located in proximity to Hawaiian… More

From US$ 272 Book Now

Grand Champions #79 Renovated Ground Floor, Ocean And Golf Course Views

155 Wailea Ike Pl., Grand Champions #79, Wailea (Maui), United States Show map

More

Book Now

Palms At Wailea 303 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 2-bedroom Palms At Wailea 303 By Coldwell Banker Island Vacations Apartment, which is 2.6 km from Polo Beach Park and approximately 25 minutes'… More

Book Now

Wailea Ekahi 32B - Wek 32B Remodeled Wailea Getaway W Ac Pool

3300 Wailea Alanui Drive, Unit 32B, Wailea (Maui), United States Show map

The 1-bedroom Wailea Ekahi 32B - Wek 32B Remodeled Wailea Getaway W Ac Pool Villa hosts up to 2 guests and is nestled merely 13 minutes' stroll from natural sites such as the Keawakapu Beach. More

Book Now

The Palm Coast F202 At Wailea Beach Villas

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

Offering guests to unwind in a Jacuzzi, The Palm Coast F202 At Wailea Beach Villas is located a 12-minute walk from the Olavine Spa & Salon. Offering horse riding tours, the 3-bedroom villa can… More

Book Now