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2026-07-24
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Wailea (Maui) Vacation Rentals

Kihei Surfside, #205

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

Located nearly a 5-minute stroll from the Keawakapu Beach, the spacious 68 m² Kihei Surfside, #205 Apartment Wailea accommodates up to 4 guests. Enjoying a prime setting, the 1-bedroom apartment lies… More

From US$ 548 Book Now

Wailea Elua, #1204

1002 Highway 98 East, Wailea (Maui), United States Show map

The 118 m² Wailea Elua, #1204 Apartment enjoys a beachfront location only a 9-minute walk from Makena State Park. Boasting a Jacuzzi, this 2-bedroom apartment, suitable for 5 guests, is 3.5 km from… More

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Maui Kamaole #A-201 Ocean View, A/C Throughout, Wifi, Across Kamaole Bch III

2777 S. Kihei Road, Maui Kamaole #A-201, Wailea (Maui), United States Show map

Situated a 6-minute walk from the Kihei Boat Ramp, the spacious Maui Kamaole #A-201 Ocean View, A/C Throughout, Wifi, Across Kamaole Bch III Apartment Wailea looks out onto the sea. This apartment… More

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Luxury Oceanview Wailea Retreat With Sunset Views

155 Wailea Ike Place 83, Wailea (Maui), United States Show map

Featuring a convenient location nearly 5 minutes' walk from the Wailea Town Center, the spacious 1000 m² Luxury Oceanview Wailea Retreat With Sunset Views Apartment accommodates up to 10 guests. More

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Beautiful Central Kihei Two Bedroom

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

To enjoy your vacation in Wailea, stay at the spacious 83 m² Beautiful Central Kihei Two Bedroom Wailea apartment, which is approximately a 10-minute drive from the Sandy Wailea Public Beach and… More

From US$ 275 Book Now

Wailea Elua, #0802

69-180 Waikoloa Beach Dr, Wailea (Maui), United States Show map

The 2-room Wailea Elua, #0802 Apartment boasts a beachfront setting and in around a 5-minute walk from Makena State Park. Guests can use Wi-Fi for either business or leisure reasons. More

From US$ 1283 Book Now

Maui Banyan A-202 Unit A

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

The 37 m² Maui Banyan A-202 Unit A Apartment Wailea lies in a prime location in Wailea, merely 5 minutes' walk from Kamaole Beach Park 2. Boasting a Jacuzzi, this apartment, suitable for 4 guests, is… More

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Wailea Ekolu 1603 By Coldwell Banker Island Vacations

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

Featuring a prime location, the spacious Wailea Ekolu 1603 By Coldwell Banker Island Vacations Apartment offers views of the sea, and is 25 minutes' walk from the Sandy Wailea Public Beach. This… More

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Wailea Grand Champion, #90

155 Wailea Ike Place Two Bedroom / Two Bath Condominium, Wailea (Maui), United States Show map

The spacious 98 m² Wailea Grand Champion, #90 Apartment offers a prime location, only 7 minutes on foot from The Shops at Wailea Outdoor Mall, and access to a golf playground for active guests. The… More

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Maui Banyan G106 By Coldwell Banker Island Vacations

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

The spacious 60 m² Maui Banyan G106 By Coldwell Banker Island Vacations Apartment Wailea is nearly 5 minutes on foot from the sandy Kamaole Beach Park II and can accommodate up to 4 guests. The Lava… More

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Wailea Ekolu 104 By Coldwell Banker Island Vacations

10 Wailea Ekolu Pl., Wailea (Maui), United States Show map

Located a 6-minute walk from Makena State Park and Wailea Old Blue Clubhouse, the spacious Wailea Ekolu 104 By Coldwell Banker Island Vacations Apartment features views of the sea. This apartment… More

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Palms At Wailea 1201 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 1201 By Coldwell Banker Island Vacations Apartment, which is 2.5 km from the Mokapu Beach and approximately 25 minutes on… More

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Wailea Ekolu 208 By Coldwell Banker Island Vacations

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

Situated around 15 minutes' walk from The Shops at Wailea Outdoor Mall, the spacious 1-bedroom Wailea Ekolu 208 By Coldwell Banker Island Vacations Apartment can host up to 4 guests in Wailea. The… More

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Maui Banyan G310C

2575 South Kihei Road Unit#G310C, Wailea (Maui), United States Show map

Maui Banyan G310C Apartment Wailea offers easy access to such tourist sites as Kamaole Beach Park 2, located about 5 minutes' walk away. More

From US$ 224 Book Now

Relaxing Maui Getaway With Pool & Steps To Beach

2695 South Kihei Road 4-106, Wailea (Maui), United States Show map

Relaxing Maui Getaway With Garden & Beach Views Wailea apartment is located in Wailea, within 25 minutes' walk of the Kalama Park Pavilion, and pampers guests with a Jacuzzi. The spacious apartment… More

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Polo Beach Club 805 By Coldwell Banker Island Vacations

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

Situated around 5 minutes' walk from the Polo Beach, the spacious 2-bedroom Polo Beach Club 805 By Coldwell Banker Island Vacations Wailea apartment offers a Jacuzzi for up to 6 guests. The Little… More

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Kihei Akahi C-609 By Coldwell Banker Island Vacations

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

Located a mere 5 minutes' walk from the sandy Kamaole Beach Park II, the 61 m² Kihei Akahi C-609 By Coldwell Banker Island Vacations Apartment Wailea accommodates up to 4 guests. At this 1-bedroom… More

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Wailea Elua 2305 By Coldwell Banker Island Vacations

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

The spacious 2-bedroom Wailea Elua 2305 By Coldwell Banker Island Vacations Apartment boasts a beachfront location only 8 minutes' walk from Makena State Park. In the vicinity of the Sandy Wailea… More

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Grand Champions 2 Free Rental Cars Kbm Resorts Extra Large Corner Suite 2 Units 2 Bedrooms Ml-1493

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

The spacious 196 m² Grand Champions 2 Free Rental Cars Kbm Resorts Extra Large Corner Suite 2 Units 2 Bedrooms Ml-1493 Wailea boasts a convenient location only 150 metres from the Olavine Spa & Salon… More

From US$ 806 Book Now

Makena Surf, #G-104

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

The spacious 145 m² Makena Surf, #G-104 Apartment Wailea is only 9 minutes' stroll from the Nahuna and welcomes guests with a Jacuzzi. Enjoying a beachfront setting, the 2-bedroom apartment lies 2.1… More

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Maui Kamaole M207 By Coldwell Banker Island Vacations

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

The spacious 2-bedroom Maui Kamaole M207 By Coldwell Banker Island Vacations Apartment Wailea is a mere 0.7 km from the Kihei Boat Ramp and can accommodate up to 6 guests. Just 10 minutes’ walk from… More

From US$ 235 Book Now

Wailea Elua, #2304

310 81St St W, Wailea (Maui), United States Show map

The 2-room Wailea Elua, #2304 Apartment is located approximately 10 minutes by car from Cove Park and 3.5 km from the Nahuna. Welcoming guests with a Jacuzzi, this spacious apartment lies in… More

From US$ 1599 Book Now

Kihei Akahi D-210 By Coldwell Banker Island Vacations

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

The spacious 1-bedroom Kihei Akahi D-210 By Coldwell Banker Island Vacations Apartment Wailea is nearly 5 minutes' walk from the sandy Kamaole Beach Park II and can accommodate up to 4 guests. This… More

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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 Grand Champion, #142

155 Wailea Ike Place One Bedroom / Two Bath Condominium, Wailea (Maui), United States Show map

The spacious 1-bedroom Wailea Grand Champion, #142 Apartment lies in a prime location in Wailea, approximately a 5-minute walk from the Wailea Town Center. Guests can take advantage of Wi-Fi, and a… 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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Wailea Ekahi 53D 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 74 m² Wailea Ekahi 53D By Coldwell Banker Island Vacations Apartment, which is 3.7 km from Cove Park and within 15 minutes' walk of Makena State… More

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Polo Beach Club 203 By Coldwell Banker Island Vacations

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

Located just steps from the Palauea Beach and the Polo Beach, the spacious 2-bedroom Polo Beach Club 203 By Coldwell Banker Island Vacations Wailea apartment features views of the sea. Approximately… More

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Kihei Akahi D601

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

The 1-room Kihei Akahi D601 Apartment Wailea is just a 5-minute stroll from the sandy Kamaole Beach Park II and welcomes guests with a Jacuzzi and a sauna. The apartment is 2.7 km from the Kihei… More

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Wailea Elua, #0305

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

The spacious 118 m² Wailea Elua, #0305 Apartment boasts a beachfront location only 0.7 km from Makena State Park. Situated around a 10-minute drive from the Kamaole Beach Park III, the 2-bedroom… More

From US$ 628 Book Now

Palms At Wailea 1904 By Coldwell Banker Island Vacations

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

The 111 m² Palms At Wailea 1904 By Coldwell Banker Island Vacations Apartment is located in Wailea, 19 minutes' walk from the Redline Rafting, and boasts a hot tub. Wi-Fi is available for guests'… More

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Kihei Surfside #107

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

The 51 m² Kihei Surfside #107 Apartment Wailea is located about a 25-minute walk from the neighborhood Charley Young Beach and 3.4 km from the expansive Kalama Seaside Park. While staying in the… More

From US$ 515 Book Now

Wailea Ekolu, #402

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

Wailea Ekolu, #402 Apartment is located 10 minutes' drive from the Makena Golf Course and just 1.6 km from the Sandy Wailea Public Beach. Staying at the spacious apartment featuring an individual… More

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Palms At Wailea 203 By Coldwell Banker Island Vacations

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

Situated 2.5 km from the Mokapu Beach, the spacious 2-bedroom Palms At Wailea 203 By Coldwell Banker Island Vacations Apartment can host up to 8 guests in Wailea. The apartment offers modern… More

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Wailea Ekahi, #30B

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

The 138 m² Wailea Ekahi, #30B Apartment is located about a 20-minute walk from Wailea Tennis Club and 2.6 km from the Kihei Boat Landing. This 2-bedroom apartment can hold up to 5 guests. More

From US$ 1163 Book Now

Makena Surf, #F-104

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

The spacious 214 m² Makena Surf, #F-104 Apartment Wailea boasts a prime location only 0.7 km from the Nahuna. Located in the Makena district, a few moments from the Makena Golf Course, the 3-bedroom… More

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Wailea Ekahi 40D By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Wailea Ekahi 40D By Coldwell Banker Island Vacations Apartment, which is merely 1.5 km from Wailea Tennis Club and approximately 20… More

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Makena Surf, #F-109

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

To enjoy your vacation in Wailea, stay at the spacious 145 m² Makena Surf, #F-109 Apartment Wailea, which is a mere 200 metres from the Makena Snorkeling Beach and within 5 minutes' walk of the… More

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Wailea Elua, #1402

50 Peak View Apt 201, Wailea (Maui), United States Show map

Located a 16-minute walk from the fringed Ulua Beach Park, the spacious Wailea Elua, #1402 Apartment overlooks the sea. This apartment with a Jacuzzi is a short way from Makena State Park. More

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Wailea Elua, #2106

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

The 2-room Wailea Elua, #2106 Apartment enjoys a beachfront location 0.7 km from Makena State Park. Situated approximately 10 minutes by car from the Makena Golf Course, this spacious apartment… More

From US$ 911 Book Now

Wailea Elua Village 2 Free Rental Cars Kbm Resorts Panoramic Ocean Views Wailea Elua Village 2-Bedroom Villa 2 Units 4 Bedrooms Ml-1137

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

Located just 8 minutes' stroll from The Shops at Wailea Outdoor Mall, the 4-room Wailea Elua Village 2 Free Rental Cars Kbm Resorts Panoramic Ocean Views Wailea Elua Village 2-Bedroom Villa 2 Units 4… More

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Kihei Surfside, #501

2936 South Kihei Road 2 Bedroom 2 Bath Oceanfront Condominium, Wailea (Maui), United States Show map

Located just 300 metres from the Keawakapu Beach and Kihei Coastal Trail, the 77 m² Kihei Surfside, #501 Apartment Wailea features views of the sea. The maximum occupancy at this 2-bedroom apartment… More

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Wailea Ekahi Ocean View Studio!

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

The 45 m² Wailea Ekahi Ocean View Studio! is also located merely 8 minutes' walk from the Keawakapu Beach. 2.3 km from the Half-mile-long Ulua Sandy Beach Park, the apartment features a private… More

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Makena Surf, #F-202

X6 Sunridge, Wailea (Maui), United States Show map

Situated approximately 5 minutes' walk from the Makena Golf Course, the spacious 2-bedroom Makena Surf, #F-202 Apartment Wailea offers a Jacuzzi for up to 6 guests. The Keawala'i Congregational… More

From US$ 849 Book Now

Mana Kai #815 By Coldwell Banker Island Vacations

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

Mana Kai #815 By Coldwell Banker Island Vacations Apartment Wailea is located 9 minutes' walk from Kihei Coastal Trail and 3.2 km from the Half-mile-long Ulua Sandy Beach Park. Wi-Fi and a private… More

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Grand Champions 138 By Coldwell Banker Island Vacations

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

The 2-room Grand Champions 138 By Coldwell Banker Island Vacations Apartment Wailea enjoys a convenient location just near the Olavine Spa & Salon. Featuring a hot tub, the spacious 98 m² apartment… More

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Wailea Elua, #0801

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

The 2-room Wailea Elua, #0801 Apartment enjoys a beachfront location 700 metres from Makena State Park. Situated 4.2 km from Cove Park, this spacious apartment offers a fitness room, a Jacuzzi. More

From US$ 1283 Book Now

Palms At Wailea 206 By Coldwell Banker Island Vacations

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

The spacious 2-bedroom Palms At Wailea 206 By Coldwell Banker Island Vacations Apartment is a good choice for accommodating up to 6 guests, offering a convenient setting approximately 25 minutes'… More

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Kihei Surfside 412 By Coldwell Banker Island Vacations

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

Located only a 5-minute walk from the Redline Rafting and Blue Water Rafting, Kihei Surfside 412 By Coldwell Banker Island Vacations Apartment Wailea features views of the sea. 2.1 km from the… More

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257 Hale Kamaole

2737 S Kihei Rd #257, Wailea (Maui), United States Show map

Staying at the spacious 3-bedroom 257 Hale Kamaole Apartment Wailea, guests can reach the expansive Kalama Seaside Park, situated around 3 km away. Wi-Fi is provided for both business and leisure… More

From US$ 629 Book Now