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

Wailea Hidden Gem

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

Situated approximately a 10-minute ride from the Sandy Wailea Public Beach, the spacious 94 m² Wailea Hidden Gem Apartment provides guests with Wi-Fi for either business or leisure. 2.1 km from the 1… More

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Wailea Sunset Condo - Ekolu #607

10 Wailea Ekolu Place Building 6, Wailea (Maui), United States Show map

Wailea Sunset Condo - Ekolu #607 villa enjoys its location about a 25-minute walk from Wailea Beach and overlooks the sea. The 1-bedroom holiday home features opportunities for hiking, lawn tennis… More

From US$ 283 Book Now

Kihei Akahi D-211

2531 S Kihei Rd Kihei Akahi D-211, Wailea (Maui), United States Show map

The spacious 67 m² Kihei Akahi D-211 Apartment Wailea offers a prime location, merely 5 minutes' stroll from the sandy Kamaole Beach Park II, and access to a tennis court for active guests. The… More

From US$ 319 Book Now

Tropical Paradise 1-Bed 2-Bath Oasis At The Pool

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

Tropical Paradise 1-Bed 2-Bath Oasis At The Pool Wailea villa is located 19 minutes' walk from Kihei Coastal Trail and invites guests to join windsurfing, snorkelling, and cycling. Featuring a… More

From US$ 353 Book Now

Summer Sale! Penthouse Ocean Views, Spacious Layout, Beautiful Renovation, Ac!

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

Situated a mere 6 minutes' walk from the Kamaole Beach Park III, the 2-bedroom Summer Sale! Penthouse Ocean Views, Spacious Layout, Beautiful Renovation, Ac! Wailea villa is ideal for up to 6 guests. More

From US$ 491 Book Now

Mbp103Ii Beautiful Modern Remodeled Maui Banyan Suite

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

Mbp103Ii Beautiful Modern Remodeled Maui Banyan Suite Wailea villa provides an opportunity to stay a 6-minute walk from Kamaole Beach Park 2 and offers a Jacuzzi, perfect for decompressing. Located 2… More

From US$ 330 Book Now

246 Hale Kamaole

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

Located a mere 6 minutes' stroll from the Redline Rafting, the spacious 103 m² 246 Hale Kamaole Apartment Wailea accommodates up to 7 guests. It enjoys a prime location, 2.6 km from Wailea Tennis… More

From US$ 464 Book Now

Kihei Retreat W/ Kamaole Sands Resort Amenities!

2695 S Kihei Rd Unit #5406, Wailea (Maui), United States Show map

Offering an outdoor swimming pool, the 2-bedroom Kihei Retreat W/ Kamaole Sands Resort Amenities! Wailea villa is situated approximately a 5-minute walk from the Kamaole Beach Park III and can… More

From US$ 501 Book Now

Maui Parkshore 407

2653 S Kihei Rd #407, Wailea (Maui), United States Show map

The 2-room Maui Parkshore 407 Wailea apartment enjoys a prime location only an 8-minute walk from the Redline Rafting. Hosting up to 6 guests, this apartment features a terrace and is located 2.8 km… More

From US$ 294 Book Now

Maui Banyan H-210

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

Located just 6 minutes on foot from the sandy Kamaole Beach Park II, the spacious 60 m² Maui Banyan H-210 Apartment Wailea accommodates up to 4 guests. A Promise Made in Paradise is 2.6 km from the 1… More

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Kihei Akahi D316

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

Situated only 150 m from Kamaole Beach Park 2, Kihei Akahi D316 Villa Wailea provides access to numerous tourist attractions in the area. More

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Maui Kamaole C 202

2777 South Kihei Rd., Unit #C 202, Wailea (Maui), United States Show map

The 2-bedroom Maui Kamaole C 202 Villa Wailea is situated within 5 minutes' walk of Kihei Coastal Trail, featuring such comforts as Wi-Fi and private parking. Offering snorkelling, hiking, and… More

From US$ 546 Book Now

Kamaole Sands 3-303

2695 South Kihei Rd., Unit# 3-303, Wailea (Maui), United States Show map

The 1-bedroom Kamaole Sands 3-303 Wailea villa accommodates up to 4 guests and offers proximity to the Kamaole Beach Park III, located only 5 minutes' walk away. This Wailea holiday home features… More

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Flash Sale! Cozy Studio Steps To Kamaole 2 Beach

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

To enjoy your vacation in Wailea, stay at the 1-room Flash Sale! Cozy Studio Steps To Kamaole 2 Beach Wailea, which is merely 450 metres from Kamaole Beach Park 2 and merely 1.8 km from the Keawakapu… More

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Maui Banyan H311 1Bd 2Ba 3 Min Walk To The Beach In The Heart Of South Kihei!

2575 South Kihei Road H311, Wailea (Maui), United States Show map

The 1-room Maui Banyan H311 1Bd 2Ba 3 Min Walk To The Beach In The Heart Of South Kihei! Wailea apartment features convenient proximity to such city attractions as Kamaole Beach Park 2, situated… More

From US$ 351 Book Now

Maui Vista 2121- Remodeled 1 Bedroom Kihei Gem Across The Street From Beach

2531 South Kihei Road C308, Wailea (Maui), United States Show map

Featuring a prime location 5 minutes' walk from Kamaole Beach Park 2, Maui Vista 2121- Remodeled 1 Bedroom Kihei Gem Across The Street From Beach Wailea apartment accommodates up to 4 guests. More

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Maui Kamaole M109

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

The 79 m² Maui Kamaole M109 Apartment Wailea is located 18 minutes' walk from the Redline Rafting and 2.9 km from the Sandy Wailea Public Beach. At this 1-bedroom apartment, Wi-Fi and private car… More

From US$ 161 Book Now

Flash Sale! Cozy Maui Studio With Beach & Pool

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

Featuring a prime location 450 metres from Kamaole Beach Park 2, Flash Sale! Cozy Maui Studio With Beach & Pool Wailea accommodates up to 2 guests. The apartment with a hot tub is in close proximity… More

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New Luxury, Family 2-2, Walk To Beach, Ocean View Lsv12

2777 S Kihei Rd #M-205, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 113 m² New Luxury, Family 2-2, Walk To Beach, Ocean View Lsv12 Wailea apartment, which is about a 10-minute drive from the neighborhood Charley… More

From US$ 563 Book Now

Under The Maui Sun

3134 Hoomua Drive, Wailea (Maui), United States Show map

Featuring a private swimming pool, Under The Maui Sun Villa Wailea is located in a beach part of Wailea, 2.3 km from Hawaiian Moons Natural Foods. Providing guests with Wi-Fi and a private parking… More

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Upscale & Luxurious Oceanview Resort Vistas

South Kihei Road 777, Wailea (Maui), United States Show map

The 2-bedroom Upscale & Luxurious Oceanview Resort Vistas Wailea villa, located around 5 minutes' walk from the Redline Rafting, can host up to 6 guests. Offering a Jacuzzi, this Wailea holiday home… More

From US$ 1297 Book Now

Kihei Surfside #609

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

Kihei Surfside #609 Apartment Wailea is within 600 metres of the Redline Rafting and can accommodate up to 2 guests. Wi-Fi and private parking are also available at this apartment. More

From US$ 524 Book Now

Palms At Wailea 2108 - Paw 2108 Remodeled Wailea Condo W Ac Infi

3200 Wailea Alanui Drive, Unit 2108, Wailea (Maui), United States Show map

Featuring an outdoor swimming pool, the 1-bedroom Palms At Wailea 2108 - Paw 2108 Remodeled Wailea Condo W Ac Infi villa is suitable for up to 4 people and is located nearly a 20-minute walk from… More

From US$ 730 Book Now

Palms At Wailea #905

3200 Wailea Alanui Dr., Unit #905, Wailea (Maui), United States Show map

The 2-bedroom Palms At Wailea #905 Villa is located around 25 minutes' walk from the Redline Rafting and provides snorkelling, hiking, and horse riding for active guests. Offering horse riding tours,… More

From US$ 465 Book Now

Kihei Akahi C210

2531 South Kihei Rd., Unit #C210, Wailea (Maui), United States Show map

The 1-bedroom Kihei Akahi C210 Villa Wailea accommodates up to 4 guests and offers proximity to the sandy Kamaole Beach Park II, located about a 5-minute walk away. This holiday home features… More

From US$ 368 Book Now

Maui Kamaole J 108

2777 South Kihei Rd., Unit #J 108, Wailea (Maui), United States Show map

Offering an outdoor swimming pool, the 1-bedroom Maui Kamaole J 108 Villa Wailea is situated only an 8-minute walk from the Kamaole Beach Park III and can accommodate up to 4 guests. This villa… More

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Maui Kamaole M210

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

A prime location of the 2-room Maui Kamaole M210 Apartment Wailea provides easy access to the Kihei Boat Landing 18 minutes' walk away. Enjoying proximity to Kihei Coastal Trail, which is around 400… More

From US$ 342 Book Now

Maui Parkshore 414, Top Floor, Amazing Ocean Views

2653 S Kihei Rd Unit 414, Wailea (Maui), United States Show map

Maui Parkshore 414, Top Floor, Amazing Ocean Views Wailea villa is located only 550 m from the Kihei Boat Landing, giving access to various tourist spots nearby. More

From US$ 479 Book Now

Kamaole Sands 4-306 - New Kitchen & Bathrooms, Ac!

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

Suitable for 4 guests, the 1-bedroom Kamaole Sands 4-306 - New Kitchen & Bathrooms, Ac! Wailea villa is located nearly a 5-minute walk from the Kamaole Beach Park III and provides a hot tub for a… More

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Kihei Akahi Resort - Unit D114

2531 South Kihei Road, Unit D114, Wailea (Maui), United States Show map

The 1-bedroom Kihei Akahi Resort - Unit D114 Wailea villa accommodates up to 4 guests and offers a prime location only 9 minutes' stroll from shopping venues such as Maui's World Gallery. Located 2.8… More

From US$ 527 Book Now

Kamaole Sands 10-406

2695 South Kihei Road, Unit #10-406, Wailea (Maui), United States Show map

At the 2-bedroom Kamaole Sands 10-406 Wailea villa, guests can enjoy windsurfing, snorkelling, and horse riding as well as a location approximately 5 minutes' walk from the Kamaole Beach Park III. More

From US$ 590 Book Now

Honu Sunset Steps To The Beach

2777 South Kihei Road D202, Wailea (Maui), United States Show map

Featuring a convenient location nearly a 5-minute walk from Kihei Coastal Trail, the spacious 2-bedroom Honu Sunset Steps To The Beach Wailea apartment accommodates up to 4 guests. The apartment… More

From US$ 419 Book Now

Grand Champions Villas #184

155 Wailea Ike Place, Unit #184, Wailea (Maui), United States Show map

Grand Champions Villas #184 Wailea is located a 5-minute walk from the Wailea Town Center, and offers guided tour service to provide an entertaining experience. The 2-bedroom villa features… More

From US$ 669 Book Now

Kamaole Sands 5-316

2695 S. Kihei Rd., Unit #5-316, Wailea (Maui), United States Show map

Along with proximity to the Kamaole Beach Park III, just 250 metres away, the 2-bedroom Kamaole Sands 5-316 Wailea villa offers opportunities for snorkelling, hiking, and ping-pong in the area. More

From US$ 516 Book Now

Maui Kamaole H-101

2777 S. Kihei Road, Maui Kamaole J-111, Wailea (Maui), United States Show map

Maui Kamaole H-101 Apartment Wailea is 9 minutes' walk from the Keawakapu Beach and welcomes guests with a Jacuzzi. Wi-Fi is provided for both business and leisure activities. More

From US$ 446 Book Now

Maui Kamaole Ocean Views, Pools And Beaches

2777 South Kihei Road L103, Wailea (Maui), United States Show map

The 76 m² Maui Kamaole Ocean Views, Pools And Beaches Wailea apartment is located 2.6 km from the Lava Fields and about a 25-minute walk from the Half - mile - long Ulua Sandy Beach Park. This 1… More

From US$ 428 Book Now

Ks507 Spectacular Oceanfront With Split Ac Wailea

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

Located about a 5-minute walk from the Kihei Boat Ramp, the 1-bedroom Ks507 Spectacular Oceanfront With Split Ac Wailea Villa invites guests to enjoy a Jacuzzi. This accommodation features… More

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Elua 406

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

The 2-bedroom Elua 406 Villa Wailea accommodates up to 6 guests and offers proximity to Makena State Park, located just a 7-minute walk away. This holiday home features opportunities for snorkelling,… More

From US$ 1026 Book Now

Maui Kamaole - Nohea -Front Row - Huge Ocean Views

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

Maui Kamaole - Nohea -Front Row - Huge Ocean Views Villa Wailea, located a 5-minute walk from Kihei Coastal Trail, can host up to 6 guests. More

From US$ 712 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, canoeing, and hiking or visit the Half - mile - long Ulua Sandy Beach Park, located 20 minutes' walk away. Offering horse… More

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Mana Kai 501

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

Mana Kai 501 Apartment Wailea is fairly close to 5 Palms and includes a fitness suite. Set 8 minutes' walk from the Redline Rafting, this apartment includes a terrace and accommodates up to 4 guests. More

From US$ 636 Book Now

Kamaole Sands 10-414

2695 South Kihei Rd. Unit 10-414, Wailea (Maui), United States Show map

The 3-bedroom Kamaole Sands 10-414 Wailea villa hosts up to 6 guests and provides proximity to the Kamaole Beach Park III, situated merely 250 metres away. The property features opportunities for… More

From US$ 868 Book Now

Kamaole Sands 10-210

2695 South Kihei Rd., Unit #10-210, Wailea (Maui), United States Show map

Situated merely a 5-minute stroll from the Kamaole Beach Park III, the 1-bedroom Kamaole Sands 10-210 Wailea villa is suitable for 4 guests and provides an outdoor swimming pool to relax in. Located… More

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New Bathrooms! Spectacular Penthouse At Oceanview

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

Boasting a Jacuzzi, the 3-bedroom New Bathrooms! Spectacular Penthouse At Oceanview Wailea villa is located approximately a 5-minute walk from the Kamaole Beach Park III and can accommodate 8 guests.… More

From US$ 1196 Book Now

Kihei Akahi Resort - Unit C313

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

Located nearly 5 minutes on foot from the sandy Kamaole Beach Park II, the 1-bedroom Kihei Akahi Resort - Unit C313 Wailea villa provides an outdoor swimming pool as well as snorkelling to diversify… More

From US$ 308 Book Now

Kihei Akahi Resort - Unit C618

2531 South Kihei Road, Unit C618, Wailea (Maui), United States Show map

Situated approximately a 5-minute walk from the sandy Kamaole Beach Park II, the 1-bedroom Kihei Akahi Resort - Unit C618 Wailea villa is ideal for up to 3 guests. More

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Wailea Ekahi 17D - Wek 17D Wailea Retreat W Ocean View Pool Ac

3300 Wailea Alanui Drive, Unit 17D, Wailea (Maui), United States Show map

Wailea Ekahi 17D - Wek 17D Wailea Retreat W Ocean View Pool Ac Villa is located only 1.9 km from the Sandy Wailea Public Beach and provides an outdoor swimming pool, ensuring a relaxing stay. More

From US$ 272 Book Now

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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Kamaole Sands 6-401

2695 South Kihei Rd., Unit #6-401, Wailea (Maui), United States Show map

Situated about a 5-minute stroll from the Kamaole Beach Park III, the 2-bedroom Kamaole Sands 6-401 Wailea villa ensures a great leisure experience by offering windsurfing, snorkelling, and hiking. More

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Grand Champions 174

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

Up to 8 guests can stay at the 2-bedroom Grand Champions 174 Villa Wailea and enjoy the Wailea Town Center, located about 5 minutes' walk away. This 2-bathroom villa features opportunities for… More

From US$ 756 Book Now