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2026-07-24
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Wailea (Maui) Vacation Rentals

Hale Kamaole, #215

2737 South Kihei Road One Bedroom / One Bath Garden View Condominium, Wailea (Maui), United States Show map

Featuring a prime location a 6-minute walk from Blue Water Rafting, the spacious Hale Kamaole, #215 Apartment Wailea accommodates up to 4 guests. Guests can relax in a private garden at this… More

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Kihei Akahi By Maui Rental Group

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

The 65 m² Kihei Akahi By Maui Rental Group Wailea apartment features convenient proximity to such city attractions as Kamaole Beach Park 2, situated nearly a 5-minute walk away. Wi-Fi is provided for… More

From US$ 253 Book Now

Maui Kamaole #A-109 Spacious, Ocean View, Full A/C, Across Kamaole Beach III

2777 S. Kihei Rd., Maui Kamaole #A-109, Wailea (Maui), United States Show map

Maui Kamaole #A-109 Spacious, Ocean View, Full A/C, Across Kamaole Beach III Wailea apartment features a prime location 800 metres from the Keawakapu Beach and hosts up to 4 guests. Wi-Fi is provided… More

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Kihei Akahi D615

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

To enjoy your vacation in Wailea, stay at Kihei Akahi D615 Wailea apartment, which is nearly 25 minutes' walk from the Lava Fields and a mere 1.6 km from Cove Park. More

From US$ 397 Book Now

Kihei Surfside #511

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

Kihei Surfside #511 Apartment Wailea overlooks the sea and is situated just a few steps from 5 Palms. Offering access to a swimming pool, this spacious 68 m² apartment is 0.6 km from the Redline… More

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Mana Kai #805 By Coldwell Banker Island Vacations

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

Featuring a beachfront location, the 2-room Mana Kai #805 By Coldwell Banker Island Vacations Apartment Wailea offers views of the sea, and is only a 9-minute walk from Kihei Coastal Trail. Situated… More

From US$ 778 Book Now

Wailea Elua 2109 By Coldwell Banker Island Vacations

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

The spacious 143 m² Wailea Elua 2109 By Coldwell Banker Island Vacations Apartment is just an 8-minute stroll from Makena State Park and welcomes guests with a hot tub. The Kamaole Beach Park III is… More

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Kamaole Sands 6-107 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 76 m² Kamaole Sands 6-107 By Coldwell Banker Island Vacations Wailea apartment, which is just 1.1 km from the Redline Rafting and nearly 25… More

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Ultimate Beach Retreat 2Bd Suite With Pool, Hot Tub

2575 South Kihei Road Apartment A103 A103, Wailea (Maui), United States Show map

The 2-room Ultimate Beach Retreat 2Bd Suite With Pool, Hot Tub Wailea lies in a prime location in Wailea, only a 6-minute walk from Kamaole Beach Park 2. Staying in this spacious apartment, nestled… More

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Polo Beach Club 402 By Coldwell Banker Island Vacations

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

Situated about 25 minutes' walk from the Mokapu Beach, the spacious 2-bedroom Polo Beach Club 402 By Coldwell Banker Island Vacations Wailea apartment can host up to 5 guests in Wailea. Boasting a… More

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Maui Parkshore 315 By Coldwell Banker Island Vacations

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

The spacious 83 m² Maui Parkshore 315 By Coldwell Banker Island Vacations Wailea apartment is a good choice for accommodating up to 4 guests, offering a prime setting about 20 minutes on foot from… More

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Palms At Wailea 1704 By Coldwell Banker Island Vacations

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

The spacious 111 m² Palms At Wailea 1704 By Coldwell Banker Island Vacations Apartment is located around a 10-minute ride from the Kamaole Beach Park III and offers Wi-Fi for either business or… More

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Kihei Surfside, #113

200 E. La Bonte St, # 216, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Kihei Surfside, #113 Apartment Wailea, which is merely 0.7 km from Surf Shack and approximately 25 minutes' walk from the neighborhood… More

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Ground Floor Garden View Unit With Great Amenities Kadg15

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

Located just a 7-minute walk from Hawaiian Moons Natural Foods, the 87 m² Ground Floor Garden View Unit With Great Amenities Kadg15 Apartment Wailea accommodates up to 5 guests. This 2-bedroom… More

From US$ 413 Book Now

Wailea Ekahi 5E By Coldwell Banker Island Vacations

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

The spacious 1-bedroom Wailea Ekahi 5E By Coldwell Banker Island Vacations Apartment features a beachfront location nearly 25 minutes' walk from Wailea Golf Club and hosts up to 3 guests. To have an… More

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Hoolei 55-2 By Coldwell Banker Island Vacations

55-2 Kiloa Street, Wailea (Maui), United States Show map

Featuring a convenient location around a 5-minute walk from the Na Pua Gallery, the 243 m² Hoolei 55-2 By Coldwell Banker Island Vacations Apartment Wailea accommodates up to 8 guests. This spacious… More

From US$ 1137 Book Now

Kamaole Sands 8-402

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

Located in the Kamaole Beach district a 19-minute walk from Hawaiian Moons Natural Foods, the welcoming Kamaole Sands 8-402 Wailea apartment accommodates up to 6 guests. This apartment offers a car… More

From US$ 451 Book Now

Grand Champions 2 Free Rental Cars Kbm Resorts Extra Large Corner Suite 2 Units 3 Bedrooms Ml-1499

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

Featuring a convenient location, the 3-room Grand Champions 2 Free Rental Cars Kbm Resorts Extra Large Corner Suite 2 Units 3 Bedrooms Ml-1499 Wailea offers views of the garden, nearly a 20-minute… More

From US$ 953 Book Now

Kihei Surfside, #512

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

Overlooking the sea, the spacious 1-bedroom Kihei Surfside, #512 Apartment Wailea is a few moments from 5 Palms in Wailea. This 68 m² apartment, suitable for a maximum of 4 guests, boasts a heated… More

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Grand Champions 144

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

Situated approximately 400 metres from the Wailea Town Center, the spacious 128 m² Grand Champions 144 Apartment Wailea entices guests with a Jacuzzi. The Makena Golf Course is 3.3 km away, while the… More

From US$ 605 Book Now

Grand Champions 130 By Coldwell Banker Island Vacations

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

Featuring a convenient location a 5-minute walk from the Wailea Town Center, the spacious Grand Champions 130 By Coldwell Banker Island Vacations Apartment Wailea accommodates up to 6 guests. This… More

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Kamaole Sands 4-208 By Coldwell Banker Island Vacations

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

The spacious 1-bedroom Kamaole Sands 4-208 By Coldwell Banker Island Vacations Wailea apartment features a convenient location just 13 minutes' walk from the Kihei Boat Landing and hosts up to 4… More

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Wailea Oceanfront Rental

Wailea Ekahi Village 14F, 3300 Wailea Alanui Drive, Wailea (Maui), United States Show map

Located a 20-minute walk from The Shops at Wailea Outdoor Mall, the spacious Wailea Oceanfront Rental apartment overlooks the sea. This apartment can host up to 4 guests. More

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Grand Champions 40 By Coldwell Banker Island Vacations

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

Situated 20 minutes' walk from the Sandy Wailea Public Beach, the spacious Grand Champions 40 By Coldwell Banker Island Vacations Apartment Wailea offers a Jacuzzi for 4 visitors. Guests can use a… More

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New Kbm Resorts Free Car Grand Champions Remodeled 1-Bedroom Villa In The Heart Of Wailea Gch-181

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

Offering a swimming pool, 98 m² New Kbm Resorts Free Car Grand Champions Remodeled 1-Bedroom Villa In The Heart Of Wailea Gch-181 is located a mere 5 minutes' walk from the Wailea Town Center. This 1… More

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Makena Surf, #G-301-302

4850 Makena Alanui 4 Bedroom / 5 Bath Ocean Front Condominium, Wailea (Maui), United States Show map

Located just an 8-minute walk from Five Graves and the Makena Snorkeling Beach, the 297 m² Makena Surf, #G-301-302 Apartment Wailea features views of the sea. Boasting a Jacuzzi, the apartment… More

From US$ 2396 Book Now

Wailea Elua, #1305

515 Verona Avenue, Wailea (Maui), United States Show map

The 3-room Wailea Elua, #1305 Apartment is merely 7 minutes on foot from The Shops at Wailea Outdoor Mall and welcomes guests with a Jacuzzi. The apartment enjoys a beachfront location, within a 3-km… More

From US$ 3767 Book Now

Gorgeous Condo In Wailea Ekahi Village!

3300 Wailea Alanui Drive 39D, Wailea (Maui), United States Show map

Featuring a beachfront location, the spacious 1-bedroom Gorgeous Condo In Wailea Ekahi Village! offers views of the sea, about 25 minutes' walk from the Half-mile-long Ulua Sandy Beach Park. The… More

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South Kihei 2Br 2Ba Condo Steps From Kamaole Beach

2575 South Kihei Road F205 F205, Wailea (Maui), United States Show map

South Kihei 2Br 2Ba Condo Steps From Kamaole Beach Wailea is located in Wailea, just 1.8 km from the Keawakapu Beach, and pampers guests with a Jacuzzi. Wi-Fi is provided for both business and… More

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Hoolei 39-3 By Coldwell Banker Island Vacations

39 Makakehau St #3, Wailea (Maui), United States Show map

The 251 m² Hoolei 39-3 By Coldwell Banker Island Vacations Apartment Wailea enjoys a prime location and provides easy access to the Na Pua Gallery approximately 5 minutes' walk away. Featuring… More

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Maui Kamaole C105 By Coldwell Banker Island Vacations

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

Overlooking the garden, the 1-room Maui Kamaole C105 By Coldwell Banker Island Vacations Apartment Wailea is only 450 m from Kihei Coastal Trail in Wailea. Enjoying proximity to Blue Water Rafting… More

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Wailea Elua, #2101

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

The 1-room Wailea Elua, #2101 Apartment enjoys a beachfront location 700 metres from Makena State Park. Situated 4.2 km from Cove Park, this spacious apartment offers a fitness suite, a Jacuzzi. More

From US$ 781 Book Now

Kamaole Sands #8-208 Central A/C, Near Beach, Granite, Fitness Center

2695 S. Kihei Rd, Kamaole Sands #8-208, Wailea (Maui), United States Show map

Located only steps away from the Kamaole Beach Park III, the spacious 76 m² Kamaole Sands #8-208 Central A/C, Near Beach, Granite, Fitness Center Wailea apartment accommodates up to 4 guests. The… More

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Kamaole Sands 5-205 By Coldwell Banker Island Vacations

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

Located 500 metres from the Kamaole Beach Park III, Kamaole Sands 5-205 By Coldwell Banker Island Vacations Wailea apartment accommodates up to 4 guests. 25 minutes on foot from the Kalama Park… More

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Wailea Elua, #1302

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

Located just 7 minutes' stroll from The Shops at Wailea Outdoor Mall, the spacious 93 m² Wailea Elua, #1302 Apartment accommodates up to 4 guests. The 1-bedroom apartment is 2.4 km from Wailea… More

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Makena Surf #G101

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

The 2-room Makena Surf #G101 Apartment Wailea is situated in the Poolenalena Beach district of Wailea, about a 5-minute walk from the Makena Snorkeling Beach, and overlooks the sea. Welcoming guests… More

From US$ 1863 Book Now

Maui Banyan #H-405 Partial Ocean View, Great Location, Near Kam II Beach

2575 S. Kihei Rd, Maui Banyan #H-405, Wailea (Maui), United States Show map

The spacious 60 m² Maui Banyan #H-405 Partial Ocean View, Great Location, Near Kam II Beach Wailea apartment is also located approximately 5 minutes' walk from the Kamaole Beach Park III. Featuring… More

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Maui Kamaole C-208

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

The 2-room Maui Kamaole C-208 Apartment Wailea offers proximity to such tourist attractions as Blue Water Rafting, situated a mere 6 minutes' walk away. Boasting a Jacuzzi, this 98 m² apartment… More

From US$ 368 Book Now

Maui Kamaole C209

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

Situated a 6-minute walk from Kihei Coastal Trail, Maui Kamaole C209 Wailea apartment offers proximity to various nearby tourist attractions. More

From US$ 404 Book Now

Kamaole Sands #5-103 Inner Courtyard A/C Great Location, Near Beach

2695 S. Kihei Rd., Kamaole Sands #5-103, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 76 m² Kamaole Sands #5-103 Inner Courtyard A/C Great Location, Near Beach Wailea apartment, which is only 1.6 km from the neighborhood Charley… More

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Wailea Elua, #1104

3600 Wailea Alanui Drive 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 Elua, #1104 Apartment, which is merely 0.9 km from the Half-mile-long Ulua Sandy Beach Park and about 10 minutes' drive from… More

From US$ 1391 Book Now

Maui Kamaole J212

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

The 2-room Maui Kamaole J212 Apartment Wailea is also located a mere 8 minutes' walk from the Kamaole Beach Park III. Offering a terrace, the apartment boasts a convenient location, 450 metres from… More

From US$ 357 Book Now

Kihei Surfside 307

2936 S. Kihei Road, Wailea (Maui), United States Show map

Kihei Surfside #307 Apartment Wailea is located 3.5 km from the expansive Kalama Seaside Park and 5 minutes' walk from Kihei Coastal Trail. More

From US$ 459 Book Now

Makena Surf, #F-107

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

Situated nearly 25 minutes' walk from Makena North Course, the spacious 2-bedroom Makena Surf, #F-107 Apartment Wailea can host up to 4 guests in Wailea. This 145 m² apartment features Wi-Fi… More

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Kihei Akahi A-105 By Coldwell Banker Island Vacations

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

Located merely 8 minutes' walk from the Kamaole Beach Park III and Kamaole Beach Park 2, the spacious 2-bedroom Kihei Akahi A-105 By Coldwell Banker Island Vacations Apartment Wailea features views… More

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Special Sale! Luxury 1Bd Condo With Ocean Views

A-103, 2575 South Kihei Road, Wailea (Maui), United States Show map

The 1-room Special Sale! Luxury 1Bd Condo With Ocean Views Wailea features convenient proximity to such city attractions as Maui's World Gallery, situated approximately a 5-minute walk away. Offering… More

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Maui Banyan H-214

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

Located only 6 minutes on foot from the Kamaole Beach Park III, the spacious 60 m² Maui Banyan H-214 Apartment Wailea accommodates up to 4 guests. It enjoys a prime location, just 500 metres from the… More

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Grand Champions 145 By Coldwell Banker Island Vacations

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

Situated within 5 minutes' walk of the Wailea Town Center, the spacious 84 m² Grand Champions 145 By Coldwell Banker Island Vacations Apartment Wailea looks out onto the sea. Wailea Emerald Course… More

From US$ 246 Book Now

Kihei Surfside, #403

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

Situated around 25 minutes' walk from A Promise Made in Paradise, the spacious 1-bedroom Kihei Surfside, #403 Apartment Wailea can host up to 3 guests in Wailea. Offering access to a heated swimming… More

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Wailea Elua 2303 By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 125 m² Wailea Elua 2303 By Coldwell Banker Island Vacations Apartment, which is approximately a 10-minute drive from the Kamaole Beach Park III… More

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