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2026-08-04
2026-08-05
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Extended Stay in Wailea (Maui)

Ekahi 20G

3300 Wailea Alanui Dr., 20G, Wailea (Maui), United States Show map

The 1-bedroom Ekahi 20G Villa Wailea is located 0.7 km from the Keawakapu Beach and invites guests to enjoy horse riding tours. This holiday home features opportunities for windsurfing, snorkelling… More

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Wailea Ekolu 907 - We 907 2Bd Wailea With Breathtaking Ocean Vie

10 Wailea Ekolu Place, Unit 907, Wailea (Maui), United States Show map

Located merely 10 minutes' walk from the Olavine Spa & Salon, the 2-bedroom Wailea Ekolu 907 - We 907 2Bd Wailea With Breathtaking Ocean Vie Villa has an outdoor swimming pool and is ideal for up to… More

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Kamaole Sands 4-407 - Ocean Views, King Beds, Spacious Layout, Split-Ac, Wi-Fi

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

During the stay at the 2-bedroom Kamaole Sands 4-407 - Ocean Views, King Beds, Spacious Layout, Split-Ac, Wi-Fi Wailea villa, guests can indulge in a Jacuzzi or visit the Keawakapu Beach, located… More

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Mana Kai 314

2960 South Kihei Road, Wailea (Maui), United States Show map

Mana Kai 314 Villa Wailea is located only a 7-minute walk from the Kihei Boat Landing and invites guests to enjoy a patio. More

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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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Kamaole Sands #4-110 Ground Floor, Full A/C, Great Location, Fitness Center

2695 S. Kihei Rd., Kamaole Sands #4-110, Wailea (Maui), United States Show map

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Kamaole Sands 1-305

2695 South Kihei Rd., Unit #1-305, Wailea (Maui), United States Show map

Offering an outdoor swimming pool, the 1-bedroom Kamaole Sands 1-305 Wailea villa is located just 8 minutes' walk from the Redline Rafting and is ideal for up to 4 guests. The accommodation features… More

From US$ 358 Book Now

Grand Champions Villas Ocean View 6 Bedroom Sleeps 16 Complimentary Car With 6 Nights Gch Ml-3782 By Kbm

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

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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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Hoolei 112-5 By Coldwell Banker Island Vacations

146 Ho'Olei Circle, Wailea (Maui), United States Show map

Hoolei 112-5 By Coldwell Banker Island Vacations Villa Wailea is situated just a 9-minute walk from Makena State Park and offers a Jacuzzi, ensuring a more relaxing stay. This 4-bathroom villa… More

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Aqua Lani J305 At Wailea Beach Villas

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

Aqua Lani J305 At Wailea Beach Villas enjoys a beachfront location, a 14-minute walk from the Mokapu Beach, and offers guests to unwind in a Jacuzzi. Offering horse riding tours, the 3-bedroom villa… 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 Village 1201

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

Situated just a 9-minute walk from Makena State Park, Wailea Elua Village 1201 villa is ideal for up to 2 guests. 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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485 Kumulani Dr

485 Kumulani Dr., Wailea (Maui), United States Show map

The 3-bedroom 485 Kumulani Dr Villa Wailea is located a mere 1.1 km from A Promise Made in Paradise and welcomes its guests to enjoy snorkelling, hiking, and fishing. Offering horse riding tours, the… More

From US$ 1313 Book Now

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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Kihei Akahi #C-520 Tastefully Updated, Corner Studio On 5Th Floor, A/C

2531 S. Kihei Road, Kihei Akahi #C-520, Wailea (Maui), United States Show map

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Wailea Elua #202 — Huge Views — Luxury Remodel

3600 Wailea Alanui Drive #202, Wailea (Maui), United States Show map

Situated approximately a 10-minute walk from Makena State Park, the 2-bedroom Wailea Elua #202 — Huge Views — Luxury Remodel Villa entices guests with cycling and fishing in the area. 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

Maui Banyan P301 - Mb P301 Remodeled 2Bd Condo Across Beach Pool

2575 South Kihei Road, Unit P301, Wailea (Maui), United States Show map

Featuring an outdoor swimming pool, Maui Banyan P301 - Mb P301 Remodeled 2Bd Condo Across Beach Pool Wailea villa is suitable for up to 6 people and is located 2.5 km from the Hope Chapel. More

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Grand Champions #48 Stunning 180 Degree Ocean Views Top Floor Paradise Home.

155 Wailea Ike Pl., Grand Champions #48, Wailea (Maui), United States Show map

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Makena Surf G-201

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

Up to 4 guests can stay at Makena Surf G-201 Villa Wailea and enjoy the Makena Golf Course, located around 5 minutes' walk away. More

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Maui Kamaole #A-104 Front Row, Ocean View, Across Kamaole Bch Iii, Full A/C

2777 S. Kihei Rd., Maui Kamaole #A-104, Wailea (Maui), United States Show map

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Elua 2011

3600 Wailea Alanui, #2011, Wailea (Maui), United States Show map

The 1-bedroom Elua 2011 Villa Wailea accommodates up to 4 guests and offers proximity to The Shops at Wailea Outdoor Mall, located merely 9 minutes' walk away. This holiday home features… More

From US$ 698 Book Now

Wailea Ekolu 1204

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

Staying at Wailea Ekolu 1204 Villa, guests can easily reach Wailea Tennis Club, located merely 0.8 km away. Guests can enjoy fishing at the property, located within 25 minutes' walk of the Sandy… More

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Wailea Elua Village Villas Ocean View 4 Bedroom Sleeps 12 Complimentary Car With 6 Nights Wev Ml-1137 By Kbm

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

Located just 8 minutes' stroll from The Shops at Wailea Outdoor Mall, the spacious 271 m² Wailea Elua Village Villas Ocean View 4 Bedroom Sleeps 12 Complimentary Car With 6 Nights Wev Ml-1137 By Kbm… 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 Luxury Retreat Walk To Beach & Shops

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

Along with proximity to the Olavine Spa & Salon, nearly 5 minutes' walk away, Wailea Luxury Retreat Walk To Beach & Shops villa offers opportunities for horseback riding and fishing in the area. 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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Wailea Beach Villa B102 By Coldwell Banker Island Vacations

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

Located just a 9-minute walk from The Shops at Wailea Outdoor Mall, the 3-bedroom Wailea Beach Villa B102 By Coldwell Banker Island Vacations entices guests with a Jacuzzi. The villa features… More

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Kamaole Sands #7-305 Inner Court, Large Lanai, Near Beach, A/C, Hot Tub

2695 S Kihei Rd, Kamaole Sands #7-305, Wailea (Maui), United States Show map

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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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Maui Parkshore 409

2653 South Kihei Road, 409, Wailea (Maui), United States Show map

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Oceanview Retreat Walk To Beach & Restaurants

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

Oceanview Retreat Walk To Beach & Restaurants Wailea villa is located approximately 5 minutes' walk from the sandy Kamaole Beach Park II and features an outdoor swimming pool as well as a patio for… 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