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2026-08-05
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Vacation Rentals in Wailea (Maui)

Snorkel At Kam Beach Steps From Chic Resort Condo!

2695 South Kihei Road Unit 5-102, Wailea (Maui), United States Show map

Located merely 5 minutes' walk from the Kamaole Beach Park III, the 1-bedroom Snorkel At Kam Beach Steps From Chic Resort Condo! Wailea villa is suitable for 4 guests and provides a Jacuzzi for a… More

From US$ 534 Book Now

Wailea Ekahi 37C - Wek 37C Wailea Retreat W Ac Pool Near Beach G

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

Nestled 5 minutes' drive from Polo Beach Park, Wailea Ekahi 37C - Wek 37C Wailea Retreat W Ac Pool Near Beach G villa entices guests to explore various tourist destinations nearby. More

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Beachfront Bliss Walk To Sand Pool Restaurants

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

Featuring a fitness studio for active guests, Beachfront Bliss Walk To Sand Pool Restaurants Wailea villa is just 0.6 km from the Redline Rafting. More

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Maui Hill 116

2881 South Kihei Road, Wailea (Maui), United States Show map

Situated just 0.6 km from the Keawakapu Beach, Maui Hill 116 Villa Wailea is ideal for up to 6 guests. More

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Kamaole Sands 8-204- Kihei Resort Condo, Ac, Across Street From Beach

2695 South Kihei Road 8-204, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Kamaole Sands 8-204- Kihei Resort Condo, Ac, Across Street From Beach Wailea, which is about 10 minutes' walk from the Kamaole Beach… More

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Kamaole Sands #10-111 Ocean View, Inner Court, Ground Floor, Close To Beach

2695 S. Kihei Rd., Kamaole Sands #10-111, Wailea (Maui), United States Show map

The spacious 76 m² Kamaole Sands #10-111 Ocean View, Inner Court, Ground Floor, Close To Beach Wailea apartment is nestled in a residential area of Wailea, around 5 minutes' walk from Kamaole Beach… More

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Wailea Ekolu, #401

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

Situated approximately 20 minutes' walk from the Mokapu Beach, the spacious 2-bedroom Wailea Ekolu, #401 Apartment provides guests with Wi-Fi for either business or leisure. Offering access to a… More

From US$ 795 Book Now

Kamaole Sands 3-302

2695 S. Kihei Rd., Unit #3-302, Wailea (Maui), United States Show map

At the 1-bedroom Kamaole Sands 3-302 Wailea villa, guests can enjoy windsurfing, snorkelling, and horse riding as well as a location nearly a 5-minute walk from the Kamaole Beach Park III. Offering… More

From US$ 215 Book Now

Wailea Ekolu 1605

10 Wailea Ekolu Place, Unit 1605, Wailea (Maui), United States Show map

Featuring horse riding tours to make your visit more entertaining, Wailea Ekolu 1605 Villa is only 1.2 km from The Shops at Wailea Outdoor Mall. Guests can enjoy snorkelling, hiking, and horse riding… More

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Maui Banyan G302 By Coldwell Banker Island Vacations

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

The 84 m² Maui Banyan G302 By Coldwell Banker Island Vacations Apartment Wailea is located in Wailea, about a 15-minute walk from the Kihei Boat Ramp, and boasts a Jacuzzi. Wi-Fi and private parking… More

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Makena Surf - Coraltree Residence Collection

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

Makena Surf - Coraltree Residence Collection Wailea villa provides an opportunity to stay a 5-minute walk from the Makena Snorkeling Beach and offers a Jacuzzi, perfect for decompressing. More

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Grand Champions 108

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

Situated only 0.9 km from the Enchantress Gallery By Bootzie, the spacious 84 m² Grand Champions 108 Apartment Wailea offers a Jacuzzi for 2 visitors. The 1-bedroom apartment is within 25 minutes'… More

From US$ 1235 Book Now

Kihei Akahi #C-106 Updated Ground Floor Unit Across From Kam Beach Ll

2531 S. Kihei Rd., Kihei Akahi #C-106, Wailea (Maui), United States Show map

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Palms At Wailea #603 Fully Air Conditioned, Great Rates, Near Great Beaches

3200 Wailea Alanui Dr., Palms At Wailea #603, Wailea (Maui), United States Show map

The spacious 111 m² Palms At Wailea #603 Fully Air Conditioned, Great Rates, Near Great Beaches apartment features a prime location around 25 minutes' walk from the Olavine Spa & Salon and hosts up… More

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Wailea Beach Villas Oceanfront 3 Bedroom Sleeps 6 Villas Luxury Beachfront Living Complimentary Car With 6 Nights Wbv-Ph412 By Kbm

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

To enjoy your vacation in Wailea, stay at the spacious 3-bedroom Wailea Beach Villas Oceanfront 3 Bedroom Sleeps 6 Villas Luxury Beachfront Living Complimentary Car With 6 Nights Wbv-Ph412 By Kbm… More

From US$ 6716 Book Now

Kihei Surfside, #310

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

Featuring a convenient location within 5 minutes' walk of Blue Water Rafting, the spacious 1-bedroom Kihei Surfside, #310 Apartment Wailea accommodates up to 2 guests. Wi-Fi is provided for both… More

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Maui Kamaole F-204

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

To enjoy your vacation in Wailea, stay at the spacious 2-bedroom Maui Kamaole F-204 Apartment Wailea, which is 750 m from Surf Shack and 2.3 km from the neighborhood Charley Young Beach. Providing a… More

From US$ 464 Book Now

Mana Kai 410

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

Up to 4 guests can stay at Mana Kai 410 Villa Wailea and enjoy 5 Palms, located approximately 5 minutes' walk away. More

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Wailea Ekolu 504 - Remodeled 2Bd W Panoramic Ocean Views Ac

10 Wailea Ekolu Place, Unit 504, Wailea (Maui), United States Show map

The 2-bedroom Wailea Ekolu 504 - Remodeled 2Bd W Panoramic Ocean Views Ac Villa offers proximity to nearby tourist spots, such as Wailea Old Blue Clubhouse, situated just an 11-minute walk away. This… More

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Maui Kamaole, #H-208

2777 South Kihei Road Two Bedroom / Two Bath Partial Ocean View, Wailea (Maui), United States Show map

The spacious 98 m² Maui Kamaole, #H-208 Apartment Wailea boasts a prime location approximately 5 minutes on foot from the Redline Rafting. The maximum occupancy at the 2-bedroom apartment is 6 guests. More

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Kamaole Sands 2-107

2695 South Kihei Rd., Unit #2-107, Wailea (Maui), United States Show map

The 1-bedroom Kamaole Sands 2-107 Wailea villa is located 250 m from the Kamaole Beach Park III and invites guests to enjoy horse riding tours. The holiday home features opportunities for windsurfing… More

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Kamaole Sands 5-303, Contemporary Reno, Ocean View

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

Kamaole Sands 5-303, Contemporary Reno, Ocean View Wailea villa entices active guests with access to a fitness room and is located just 1 km from the Kamaole Beach Park III. Featuring sea views, this… More

From US$ 214 Book Now

Kihei Surfside, #213

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

Located 8 minutes' walk from the Redline Rafting and Kihei Coastal Trail, the spacious Kihei Surfside, #213 Apartment Wailea features views of the sea. Wi-Fi and a private parking lot are among the… More

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Gorgeous Luxury Ocean View 1 Bedroom Kamaole Sands 10-304

2695 S. Kihei Rd Unit 10-304, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 76 m² Gorgeous Luxury Ocean View 1 Bedroom Kamaole Sands 10-304 Wailea apartment, which is only 1.8 km from Kilohana Park and approximately a 10… More

From US$ 917 Book Now

Wailea Elua, #0807

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

Located approximately 700 metres from Makena State Park, the spacious 118 m² Wailea Elua, #0807 Apartment accommodates up to 2 guests. The 1-bedroom apartment enjoys a beachfront location, within a 4… More

From US$ 478 Book Now

Grand Champions 68 By Coldwell Banker Island Vacations

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

Situated 25 minutes' walk from the Mokapu Beach, the spacious Grand Champions 68 By Coldwell Banker Island Vacations Apartment Wailea offers a hot tub for 4 visitors. Wi-Fi and a private parking lot… More

From US$ 254 Book Now

Kihei Akahi D-G04, Renovated, Split Ac, No Carpet

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

During the stay at Kihei Akahi D-G04, Renovated, Split Ac, No Carpet Villa Wailea, guests can indulge in a Jacuzzi or visit the Redline Rafting, located a 16-minute walk away. More

From US$ 204 Book Now

Grand Champions Villas Ocean View 4 Bedroom Sleeps 10 Complimentary Car With 6 Nights Gch Ml-3777 By Kbm

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

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Kamaole Sands #9-203 Central A/C, Great Location, Great Rates, Fitness Center

2695 S. Kihei Rd, Kamaole Sands #9-203, Wailea (Maui), United States Show map

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Wailea Elua, #0105

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

The spacious Wailea Elua, #0105 Apartment offers views of the sea and a location a 13-minute walk from Wailea Tennis Club. This apartment with a Jacuzzi is a short way from Makena State Park. More

From US$ 995 Book Now

Wailea Ekahi 48A By Coldwell Banker Island Vacations

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

The spacious 146 m² Wailea Ekahi 48A By Coldwell Banker Island Vacations Apartment is a good choice for accommodating up to 6 guests, offering a beachfront setting just 1.3 km from The Shops at… More

From US$ 676 Book Now

Kamaole Sands #5-401

2695 South Kihei Road Two Bedroom / Two Bath Garden View Condominium, Wailea (Maui), United States Show map

Kamaole Sands #5-401 Wailea apartment features a prime location 3 km from Makena State Park and hosts up to 6 guests. Wi-Fi is provided for both business and leisure activities. More

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Mana Kai Maui Resort, #812C

866 Santa Rosa Boulevard Pelican Isle 608, Wailea (Maui), United States Show map

Located in the Keawakapu Beach district of Wailea, the spacious 2-bedroom Mana Kai Maui Resort, #812C Wailea is a mere 8 minutes' walk from the Redline Rafting and 3.5 km from Wailea Emerald Course… More

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Rear Ocean View 2 Bedroom Single Level Condo At Kamaole Sands 9-305

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

Located about a 25-minute walk from the Foodland Kihei, the 102 m² Rear Ocean View 2 Bedroom Single Level Condo At Kamaole Sands 9-305 Wailea overlooks the sea. Boasting a Jacuzzi, this 2-bedroom… More

From US$ 1397 Book Now

Wailea Ekahi 25B By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the 2-room Wailea Ekahi 25B By Coldwell Banker Island Vacations Apartment, which is only 1.8 km from A Promise Made in Paradise and approximately a 10-minute… More

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Polo Beach 108, 2-Bedrooom Ocean Front In Wailea Maui

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

Polo Beach 108, 2-Bedrooom Ocean Front In Wailea villa is nestled 6 minutes' walk from the Palauea Beach and can accommodate up to 6 guests. More

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Escape To Paradise At Kamaole Sands 4-411 - Your Modern South Maui Dream Awaits!

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

Situated just 500 metres from the Kamaole Beach Park III, the 2-bedroom Escape To Paradise At Kamaole Sands 4-411 - Your Modern South Maui Dream Awaits! Wailea villa can host up to 6 guests and… More

From US$ 474 Book Now

Maui Kamaole A-206 - Prime Location, Stunning Renovation, Large Lanai, Split Ac!

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

The 2-bedroom Maui Kamaole A-206 - Prime Location, Stunning Renovation, Large Lanai, Split Ac! Villa Wailea is located 2.7 km from the Lava Fields and provides a Jacuzzi. This property hosts up to 4… More

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Hale Hui Kai 313

2994 South Kihei Road, Wailea (Maui), United States Show map

Hale Hui Kai 313 Villa Wailea, located 300 metres from 5 Palms, can host up to 4 guests. The 2-bathroom villa is in proximity to the Mokapu Beach and gives easy access to the Redline Rafting, which… More

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Beachside Bliss 2Bd Suite With Pool Near Kamaole Beach II

2575 South Kihei Road Apartment F206 F206, Wailea (Maui), United States Show map

Beachside Bliss 2Bd Suite With Pool Near Kamaole Beach II Wailea features a convenient location 25 minutes' walk from Cove Park and hosts up to 5 guests. Wi-Fi is provided for both business and… More

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Mer Et Soleil K408 At Wailea Beach Villas

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

The 4-bedroom Mer Et Soleil K408 At Wailea Beach Villas with a beachfront location only a 7-minute walk from The Shops at Wailea Outdoor Mall entices guests with a Jacuzzi. Located 2.4 km from Wailea… More

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Maui Banyan P405

2575 South Kihei Rd., Unit P405, Wailea (Maui), United States Show map

The 1-bedroom Maui Banyan P405 Villa Wailea is situated within 5 minutes' walk of Kamaole Beach Park 2, featuring such comforts as Wi-Fi and private parking. Providing opportunities for windsurfing… More

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Maui Parkshore 410 - Stunning Ocean Views

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

Maui Parkshore 410 - Stunning Ocean Views Wailea villa is situated merely 5 minutes' stroll from Kamaole Beach Park 2, featuring such comforts as Wi-Fi and parking. More

From US$ 374 Book Now

Wailea Ekahi 37E By Coldwell Banker Island Vacations

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

Set merely 12 minutes' stroll from the Keawakapu Beach, the spacious 90 m² Wailea Ekahi 37E By Coldwell Banker Island Vacations Apartment welcomes guests with garden views and access to a spa salon. More

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Palms At Wailea #2305

3200 Wailea Alanui Dr., Unit #2305, Wailea (Maui), United States Show map

During the stay at Palms At Wailea #2305 Villa, guests can indulge in windsurfing, snorkelling, and hiking or visit the Redline Rafting, located 25 minutes' walk away. Offering horse riding tours… More

From US$ 451 Book Now

Kihei Surfside #109

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

The 1-room Kihei Surfside #109 Apartment Wailea is only 5 minutes on foot from the Keawakapu Beach and can accommodate up to 3 guests. It enjoys a beachfront location, just 100 metres from 5 Palms… More

From US$ 313 Book Now

Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo In The Heart Of Wailea, Maui

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

Located only 0.6 km from Makena State Park, 3-bedroom Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo In The Heart Of Wailea, Maui villa is suitable for 8 guests and provides a Jacuzzi for a… More

From US$ 1434 Book Now

Beach Retreat Walk To Maui Best Shores

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

Beach Retreat Walk To Maui Best Shores Wailea villa entices guests to enjoy horseback riding, cycling, and fishing and offers proximity to Hawaiian Moons Natural Foods, located just 0.7 km away. More

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Wailea Luxury Resort Vista

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

Staying at the spacious Wailea Luxury Resort Vista, guests can relax on a patio 15 minutes' walk from The Shops at Wailea Outdoor Mall. This apartment offers a private parking lot on site and modern… More

From US$ 1071 Book Now

Experience Kamaole Sands 6-202, Stunning Renovation, Ocean View, Wi-Fi, Split Ac

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

Situated only an 8-minute walk from the Kamaole Beach Park III, the 1-bedroom Experience Kamaole Sands 6-202, Stunning Renovation, Ocean View, Wi-Fi, Split Ac Wailea villa offers a Jacuzzi and can… More

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