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2026-11-03
2026-11-04
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Holiday Homes in Wailea (Maui)

Kihei Akahi C614

2531 South Kihei Rd., Unit C614, Wailea (Maui), United States Show map

Situated around 5 minutes' walk from Kamaole Beach Park III, the 1-bedroom Kihei Akahi C614 Villa Wailea is ideal for up to 4 guests. This accommodation features opportunities for windsurfing… More

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Palms At Wailea 703: Luxury Renovation, Split Ac!

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

Located approximately a 25-minute walk from the fringed Ulua Beach Park, the 2-bedroom Palms At Wailea 703: Luxury Renovation, Split Ac! Villa gives access to various tourist sites in the vicinity. More

From US$ 467 Book Now

Wailea Ekolu Collection

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

Offering a location approximately a 25-minute walk from Keawakapu Beach, the 5-room Wailea Ekolu Collection Villa gives access to various tourist spots in the area. More

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New - Wailea Getaway - Steps To Great Pool & Beach

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

Nestled approximately a 20-minute walk from Kihei Boat Landing, the 2-bedroom New - Wailea Getaway - Steps To Great Pool & Beach villa entices guests to explore various tourist destinations nearby. More

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Kamaole Sands 5-405

2695 South Kihei Road, Unit #5-405, Wailea (Maui), United States Show map

Situated within 5 minutes' walk of Kamaole Beach Park III, the 3-bedroom Kamaole Sands 5-405 Wailea villa entices guests with windsurfing, snorkelling, and hiking in the area. Offering horse riding… More

From US$ 754 Book Now

Kihei Akahi C304

2531 South Kihei Rd., Unit #C304, Wailea (Maui), United States Show map

Kihei Akahi C304 Villa Wailea is located 15 minutes' walk from Kihei Boat Ramp and invites guests to join windsurfing, snorkelling, and horseback riding. Offering horse riding tours, the 1-bedroom… More

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Kamaole Sands 5-409

2695 South Kihei Rd., Unit #5-409, Wailea (Maui), United States Show map

Kamaole Sands 5-409 Wailea villa is located 10 minutes' walk from Kihei Boat Ramp and invites guests to join snorkelling. The 2-bedroom holiday home features an outdoor swimming pool and is ideal for… More

From US$ 570 Book Now

Grand Champions 160

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

The 3-bedroom Grand Champions 160 Villa Wailea is located about 20 minutes' walk from the Sandy Wailea Public Beach and provides an outdoor swimming pool, ensuring a relaxing stay. Offering… More

From US$ 1117 Book Now

Ks507 Spectacular Oceanfront With Split Ac Wailea

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

Located about 15 minutes' walk from Hawaiian Moons Natural Foods, the 1-bedroom Ks507 Spectacular Oceanfront With Split Ac Wailea Villa has a swimming pool and is ideal for up to 4 guests. Guests can… More

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Kamaole Sands 3104-Bright And Fresh!

2695 S Kihei Rd, 3-104, Wailea (Maui), United States Show map

Located merely 8 minutes' walk from Redline Rafting, the 1-bedroom Kamaole Sands 3104-Bright And Fresh! Wailea villa boasts an outdoor swimming pool and can accommodate up to 4. Featuring a Jacuzzi… More

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Grand Champions 55, Beautifully Renovated Single Level, Ocean Views, Split Ac

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

Boasting a hot tub, the 3-bedroom Grand Champions 55, Beautifully Renovated Single Level, Ocean Views, Split Ac Villa Wailea is located nearly a 5-minute walk from Olavine Spa & Salon and can… More

From US$ 1039 Book Now

Mkc106 Hawaiian Serene Paradise Oasis At The Pool

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

The 1-bedroom Mkc106 Hawaiian Serene Paradise Oasis At The Pool Wailea villa, located only 6 minutes' walk from Kihei Coastal Trail, entices guests with a swimming pool as well as a Jacuzzi to relax… More

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Elua 406

3600 Wailea Alanui, #406, Wailea (Maui), United States Show map

Offering a heated pool, the 2-bedroom Elua 406 Villa Wailea is located only 7 minutes' walk from Makena State Park and is ideal for up to 6 guests. The villa features opportunities for snorkelling… More

From US$ 1026 Book Now

Ekahi 8E

3300 Wailea Alanui, 8E, Wailea (Maui), United States Show map

During the stay at Ekahi 8E Villa Wailea, guests can indulge in diving, canyoning, and hiking or visit the fringed Ulua Beach Park, located 20 minutes' walk away. Offering horse riding tours, the 1… More

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Kamaole Sands 10-214

2695 South Kihei Rd., Unit #10-214, Wailea (Maui), United States Show map

Featuring an outdoor swimming pool, Kamaole Sands 10-214 Wailea villa is suitable for up to 6 people and is located 14 minutes' walk from Keawakapu Beach. Nestled a mere 1.6 km from Kilohana Park… More

From US$ 409 Book Now

Kihei Akahi Resort - Unit C313

2531 South Kihei Road, Unit C313, Wailea (Maui), United States Show map

Situated merely 5 minutes on foot from the sandy Kamaole Beach Park II, the 1-bedroom Kihei Akahi Resort - Unit C313 Wailea villa is suitable for 2 guests and provides a heated pool to relax in. The… More

From US$ 308 Book Now

Kamaole Sands 7-201

2695 South Kihei Rd., Unit #7-201, Wailea (Maui), United States Show map

Staying at the 2-bedroom Kamaole Sands 7-201 Wailea villa, guests can visit Lava Fields, which is nearly a 25-minute walk away. Offering horse riding tours, the Wailea holiday home can accommodate up… More

From US$ 309 Book Now

Wailea Ekahi 18F

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

Featuring an outdoor swimming pool, Wailea Ekahi 18F Villa is suitable for up to 4 people and is located 10 minutes by car from Mokapu Beach. Providing guests with Wi-Fi and parking, the 1-bedroom… More

From US$ 474 Book Now

Palms At Wailea 705 - Beautiful Reno, Split Ac

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

Offering a location nearly a 20-minute walk from The Shops at Wailea Outdoor Mall, the 2-bedroom Palms At Wailea 705 - Beautiful Reno, Split Ac Villa gives access to various tourist spots in the area… More

From US$ 467 Book Now

2 2 Luxurious Wailea Oceanview Resort Vistas

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

Featuring a swimming pool as well as views of the mountain, 2 2 Luxurious Wailea Oceanview Resort Vistas villa offers a convenient location 8 minutes' walk from Olavine Spa & Salon. Located not far… More

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Beautifully Remodeled Ocean View Condo In Wailea We27B

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

Featuring an outdoor swimming pool, Beautifully Remodeled Ocean View Condo In Wailea We27B villa is suitable for up to 6 people and is located 10 minutes by car from Kamaole Beach Park III. Providing… More

From US$ 598 Book Now

Kamaole Sands 6-303 - Courtyard And Ocean Views From Renovated 3Rd Floor Condo

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

Situated only 0.7 km from Kamaole Beach Park III, the 1-bedroom Kamaole Sands 6-303 - Courtyard And Ocean Views Wailea villa can host up to 4 guests and offers a Jacuzzi, ensuring a relaxing stay. More

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2 2 New Designer Beachside Resort Vistas

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

Located only a 6-minute walk from Kamaole Beach Park III, the 2-bedroom 2 2 New Designer Beachside Resort Vistas Wailea villa boasts a swimming pool and can accommodate up to 6. Featuring a Jacuzzi… More

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Haleakala Shores A-302 - Stunning Ocean View Condo

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

The 2-bedroom Haleakala Shores A-302 - Stunning Ocean View Condo Wailea villa is nestled around 5 minutes' walk from Kamaole Beach Park III and can accommodate up to 4 guests. Located 3.1 km from… More

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Kamaole Sands 7-406, Courtyard & Ocean Views, Ac

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

The 2-bedroom Kamaole Sands 7-406, Courtyard & Ocean Views, Ac Wailea villa is nestled merely 9 minutes' walk from Kamaole Beach Park III and can accommodate up to 6 guests. Featuring a Jacuzzi, the… More

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Haleakala Shores A-302

2619 South Kihei Road, Wailea (Maui), United States Show map

Staying at the 2-bedroom Haleakala Shores A-302 Wailea villa, guests can easily reach Kamaole Beach Park 2, located just 300 metres away. The Wailea holiday home is suitable for up to 4 guests and… More

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Wailea Beach Villas

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

Offering a Jacuzzi for a relaxing experience, Wailea Beach Villas is located a 19-minute walk from the fringed Ulua Beach Park. Providing guests with Wi-Fi and a car park, this holiday home is 2.3 km… More

From US$ 1302 Book Now

Grand Champions Golf Villas 94

155 Wailea Ike Pl. #94, Wailea (Maui), United States Show map

Offering an outdoor swimming pool, the 3-bedroom Grand Champions Golf Villas 94 Wailea is located within easy reach of Olavine Spa & Salon and is ideal for up to 8 guests. This holiday home features… More

From US$ 719 Book Now

Kamaole Sands 7-207

2695 S. Kihei Rd., Unit #7-207, Wailea (Maui), United States Show map

During the stay at Kamaole Sands 7-207 Wailea villa, guests can indulge in windsurfing, snorkelling, and table tennis or visit Keawakapu Beach, located a 14-minute walk away. Offering horse riding… More

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Wailea Elua Village 803, Ocean Views, Modern Reno

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

Along with proximity to Makena State Park, located only 0.7 km away, the 3-bedroom Wailea Elua Village 803, Ocean Views, Modern Reno villa provides access to a fitness room. Hosting up to 6 guests… More

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Charming Beachside Garden Vistas

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

Featuring an outdoor swimming pool, the welcoming Charming Beachside Garden Vistas Wailea villa is suitable for up to 4 people and is located 17 minutes' walk from Hawaiian Moons Natural Foods. More

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Wailea Ekolu Village 410

10 Wailea Ekolu Pl  Building 4 Unit 10, Wailea (Maui), United States Show map

Featuring an outdoor swimming pool, the spacious Wailea Ekolu Village 410 apartment is in close proximity to Wailea Old Blue Clubhouse. A 19-minute walk from the Half-mile-long Ulua Sandy Beach Park,… More

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Stunning Modern Beachfront Resort Vistas

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

Situated within 5 minutes' walk of Rainbow Mall Kihei, Stunning Modern Beachfront Resort Vistas Wailea villa offers easy access to numerous tourist spots in the area. More

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Maui Banyan Q203A & Q203B

Wailea (Maui), United States Show map

Maui Banyan Q203A & Q203B Hotel Wailea offers quick access to Kamaole Beach Park 2, situated approximately 5 minutes' walk away. More

From US$ 289 Book Now

Kihei Akahi C-608 - Stunning Ocean Views, Ac!

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

The 1-bedroom Kihei Akahi C-608 - Stunning Ocean Views, Ac! Villa Wailea is nestled around 5 minutes' walk from the sandy Kamaole Beach Park II and can accommodate up to 4 guests. Featuring a Jacuzzi… More

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Hale Hui Kai 208 - Ocean View Luxury Condo On The Best Beach On Maui, Split Ac!

2994 S Kihei Rd, Wailea (Maui), United States Show map

Situated merely a 9-minute walk from Redline Rafting, the 2-bedroom Hale Hui Kai 208 - Ocean View Luxury Condo On The Best Beach On Maui, Split Ac! Wailea villa is ideal for up to 6 guests. Located… More

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Kihei Akahi Resort - Unit D605

2531 South Kihei Road, Unit D605, Wailea (Maui), United States Show map

Up to 3 guests can stay at the 1-bedroom Kihei Akahi Resort - Unit D605 Wailea villa and enjoy Rainbow Mall Kihei, located just 5 minutes' walk away. Providing guests with Wi-Fi and a car park, this… More

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Grand Champions 174

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

Located just near Olavine Spa & Salon, the 2-bedroom Grand Champions 174 Villa Wailea boasts an outdoor swimming pool and can accommodate up to 8. This 2-bathroom villa features opportunities for… More

From US$ 756 Book Now

Maui Banyan Q408A & Q408

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

Situated within 25 minutes' walk of Kalama Park Pavilion, the spacious 111 m² Maui Banyan Q408A & Q408 Apartment Wailea offers a Jacuzzi for 6 visitors. The 2-bedroom apartment boasts a prime… More

From US$ 431 Book Now

Kihei Akahi Resort - Unit C603

2531 South Kihei Road, Unit C603, Wailea (Maui), United States Show map

Up to 2 guests can stay at the 1-bedroom Kihei Akahi Resort - Unit C603 Wailea villa and enjoy Kamaole Beach Park 2, located around 5 minutes' walk away. This property features opportunities for… More

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Nahenahe Cottage

3134 Nahenahe Pl, Wailea (Maui), United States Show map

Offering a location a mere 13 minutes' walk from A Promise Made in Paradise, the 1-bedroom Nahenahe Cottage Wailea gives access to various tourist spots in the area. More

From US$ 301 Book Now

Top Floor Oceanfront Location With Great Swimming And Snorkeling Mkm809

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

The 2-bedroom Top Floor Oceanfront Location With Great Swimming And Snorkeling Mkm809 Wailea villa is situated a few moments from 5 Palms, featuring such comforts as Wi-Fi and parking. Offering horse… More

From US$ 424 Book Now

Mbq110Ii Tropical Serenity - Spacious Beautiful Maui Suite

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

Situated merely 400 metres from Kamaole Beach Park III, the 2-bedroom Mbq110Ii Tropical Serenity - Spacious Beautiful Maui Suite Wailea villa is suitable for 6 guests and provides a swimming pool to… More

From US$ 468 Book Now

Wailea Ekolu 510 - Ocean Views, Private Lanais, Renovated 2-Story With Split Ac!

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

Staying at the 2-room Wailea Ekolu 510 - Ocean Views, Private Lanais, Renovated 2-Story With Split Ac! Villa, guests can visit Mokapu Beach, which is just 1.7 km away. More

From US$ 539 Book Now

Spacious Condo Across The Street From Maui'S Best Beaches Mbg304

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

The 2-bedroom Spacious Condo Across The Street From Maui'S Best Beaches Mbg304 Wailea villa is located just 0.6 km from Kamaole Beach Park III and features an outdoor swimming pool as well as a… More

From US$ 567 Book Now

Kamaole Sands 6-409

2695 South Kihei Rd., Unit #6-409, Wailea (Maui), United States Show map

Along with proximity to Kamaole Beach Park III, just a 5-minute walk away, the 2-bedroom Kamaole Sands 6-409 Wailea villa offers opportunities for windsurfing, snorkelling, and ping-pong in the area.… More

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2 Bedrooms Condo Steps From The Beach

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

Boasting a Jacuzzi, the 2-bedroom 2 Bedrooms Condo Steps From The Beach Wailea villa is located only 5 minutes' walk from the sandy Kamaole Beach Park II and can accommodate 8 guests. The holiday… More

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Summer Sale! Experience Luxury In A Spacious 2Br Stunning Ocean Views- We 1106

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

Nestled a 10-minute walk from Wailea Tennis Club, Summer Sale! Experience Luxury In A Spacious 2Br Stunning Ocean Views- We 1106 Wailea villa entices guests to explore various tourist destinations… More

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Wailea Grand Champions 146

155 Wailea Ike Place  Unit 146, Wailea (Maui), United States Show map

Overlooking the sea, the spacious 1-bedroom Wailea Grand Champions 146 Apartment is merely 14 minutes' walk from The Shops at Wailea Outdoor Mall in Wailea. Offering a Jacuzzi, this apartment is… More

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Kamaole Sands 5-105

2695 South Kihei Rd., Unit #5-105, Wailea (Maui), United States Show map

Located merely 5 minutes' walk from Kamaole Beach Park III, the 2-bedroom Kamaole Sands 5-105 Wailea villa boasts an outdoor swimming pool and can accommodate up to 6. The holiday home features… More

From US$ 557 Book Now