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2026-09-19
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Wailea (Maui) Vacation Rentals

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

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

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

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

Maui Kamaole G208

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

Featuring a convenient location 450 m from Kihei Coastal Trail, the 2-room Maui Kamaole G208 Apartment Wailea accommodates up to 6 guests. Offering a Jacuzzi, the apartment is located within a few… More

From US$ 286 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

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

Hale Kamaole 109

2737 South Kihei Rd. #109, Wailea (Maui), United States Show map

Hale Kamaole 109 Apartment Wailea features a prime location a 14-minute walk from Hawaiian Moons Natural Foods and hosts up to 2 guests. Wi-Fi and a private parking lot are also available at this… More

From US$ 161 Book Now

Maui Parkshore 110

Wailea (Maui), United States Show map

Located in the Kamaole Beach district of Wailea, Maui Parkshore 110 Wailea apartment is around a 5-minute walk from the Kamaole Beach Park III and 2.8 km from Wailea Tennis Club, which is recommended… More

From US$ 209 Book Now

Kihei Akahi C-319 By Coldwell Banker Island Vacations

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

Situated about 5 minutes' walk from Kamaole Beach Park 2, the spacious 2-bedroom Kihei Akahi C-319 By Coldwell Banker Island Vacations Apartment Wailea entices guests with a Jacuzzi. Maui's World… More

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Kihei Akahi D205

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

Featuring a convenient location nearly a 5-minute walk from Kamaole Beach Park 2, the 1-room Kihei Akahi D205 Apartment Wailea accommodates up to 4 guests. This 87 m² apartment offers modern… More

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Wailea Ekolu Village 1406

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

Located 15 minutes' walk from Makena State Park, the spacious Wailea Ekolu Village 1406 apartment overlooks the garden. The maximum occupancy at this apartment is 4 guests. More

From US$ 444 Book Now

Beautifully Remodeled Wailea Condo Perfect For Your Family Vacation

10 Wailea Ekolu Place Unit#1706, Wailea (Maui), United States Show map

Featuring a convenient location, the 2-bedroom Beautifully Remodeled Wailea Condo Perfect For Your Family Vacation Wailea offers views of the sea, nearly a 25-minute walk from Keawakapu Beach. The… More

From US$ 517 Book Now

B-407 Haleakala Shores

2619 S Kihei Rd #B-407, Wailea (Maui), United States Show map

The spacious 97 m² B-407 Haleakala Shores Wailea apartment is located only 1.7 km from Kilohana Park and offers Wi-Fi for either business or leisure. Providing a prime setting in Wailea, the 2… More

From US$ 456 Book Now

Grand Champion Villa: Luxury Stay, Pool, Fast Wifi

155 Wailea Ike Place 49, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at Grand Champion Villa: Luxury Stay, Pool, Fast Wifi Wailea, which is approximately 1 km from Maui Waterwear and about 700 metres from Wailea Tennis Club. More

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Palms At Wailea 2104 By Coldwell Banker Island Vacations

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

The spacious 111 m² Palms At Wailea 2104 By Coldwell Banker Island Vacations Apartment is located around a 10-minute ride from the secluded local Po'olenalena Beach and offers Wi-Fi for either… More

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Makena Surf, #C-106

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

The spacious 145 m² Makena Surf, #C-106 Apartment Wailea is only 8 minutes' stroll from Five Graves and welcomes guests with a Jacuzzi. The 2-bedroom apartment enjoys a prime location in the… More

From US$ 1704 Book Now

Wailea Ekahi, #22B

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

The spacious Wailea Ekahi, #22B Apartment features a beachfront location 25 minutes' walk from Wailea Tennis Club and hosts up to 4 guests. Wi-Fi and private parking are also available at this… More

From US$ 705 Book Now

Kamaole Sands 5-216

2695 South Kihei Road 5-216, Wailea (Maui), United States Show map

The spacious Kamaole Sands 5-216 Wailea apartment features a prime location approximately 15 minutes' walk from Kihei Coastal Trail and hosts up to 6 guests. The inclusion of a Jacuzzi guarantees a… More

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Wailea Elua Resort 1904

3600 Wailea Alanui Dr #1904, Wailea, Hi 96753, Usa, Wailea (Maui), United States Show map

Featuring a beachfront location a 6-minute walk from the fringed Ulua Beach Park, the spacious Wailea Elua Resort 1904 accommodates up to 6 guests. This apartment with a Jacuzzi is fairly close to… More

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Modern Studio Beach Vistas

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

Modern Studio Beach Vistas Apartment Wailea offers proximity to such tourist attractions as the Rainbow Mall Kihei, situated about 5 minutes' walk away. This apartment features high-speed Internet… More

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Top-Floor Maui Condo With Pool, Lanai & Beach Access

2575 South Kihei Road P403, Wailea (Maui), United States Show map

Featuring a prime location, the 60 m² Top-Floor Maui Condo With Pool, Lanai & Beach Access Wailea offers views of the sea, around a 20-minute walk from the Keawakapu Beach. Guests will surely enjoy a… More

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Mana Kai 714

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

The 2-room Mana Kai 714 Apartment Wailea is located merely 5 minutes' walk from 5 Palms and 3.3 km from the Olavine Spa & Salon. Set in the vicinity of the Redline Rafting, this apartment includes a… More

From US$ 546 Book Now

Kamaole Sands #3-307 Split A/C, Great Location, Partial Ocean Views, Hot Tub

2695 S. Kihei Rd, Kamaole Sands #3-307, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 76 m² Kamaole Sands #3-307 Split A/C, Great Location, Partial Ocean Views, Hot Tub Wailea apartment, which is just 1.8 km from Kilohana Park and… More

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Kihei Akahi C409 - Lush Remodel, View, Dual Ac

2531 South Kihei Road C409, Wailea (Maui), United States Show map

The spacious 1-bedroom Kihei Akahi C409 - Lush Remodel, View, Dual Ac Apartment Wailea features a prime location approximately 25 minutes' walk from the expansive Kalama Seaside Park and hosts up to… 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

Maui Kamaole D103 By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Maui Kamaole D103 By Coldwell Banker Island Vacations Apartment Wailea, which is 2.9 km from the Sandy Wailea Public Beach and around… More

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Beautiful Palms At Wailea Condo!

3200 Wailea Alanui Drive Unit 1604, Wailea (Maui), United States Show map

The spacious Beautiful Palms At Wailea Condo! features a convenient location 25 minutes' walk from the Kihei Boat Ramp and hosts up to 4 guests. Providing a Jacuzzi, this apartment ensures a more… More

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Kihei Akahi C-513

2531 S. Kihei Rd, Kihei Akahi C-513, Wailea (Maui), United States Show map

The spacious Kihei Akahi C-513 Apartment Wailea features a convenient location a 19-minute walk from the Keawakapu Beach and hosts up to 4 guests. This apartment with a Jacuzzi is within reach of the… More

From US$ 358 Book Now

Wailea Ekahi, #19A

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

Situated about 25 minutes' walk from A Promise Made in Paradise, the spacious 2-bedroom Wailea Ekahi, #19A Apartment can host up to 7 guests in Wailea. Also, there is a heated swimming pool to ensure… More

From US$ 1258 Book Now

3Rd Floor Oceanfront Mana Kai Unit

2960 South Kihei Road Unit#311A, Wailea (Maui), United States Show map

The 1-room 3Rd Floor Oceanfront Mana Kai Unit Wailea apartment boasts a prime location only 9 minutes on foot from Kihei Boat Ramp. The apartment with an outdoor swimming pool is a mere 100 metres… More

From US$ 360 Book Now

Polo Beach Club 604 By Coldwell Banker Island Vacations

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

The 2-room Polo Beach Club 604 By Coldwell Banker Island Vacations Wailea apartment offers easy access to such tourist sites as the Polo Beach, located about a 5-minute walk away. Welcoming guests… More

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Kamaole Sands 7-410 By Coldwell Banker Island Vacations

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

Situated only 1.3 km from the Kihei Boat Ramp, the spacious 2-bedroom Kamaole Sands 7-410 By Coldwell Banker Island Vacations Wailea apartment can host up to 6 guests in Wailea. The apartment with a… More

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Maui Hill 99 By Coldwell Banker Island Vacations

2881 S Kihei Rd, Wailea (Maui), United States Show map

The spacious 2-bedroom Maui Hill 99 By Coldwell Banker Island Vacations Apartment Wailea features a prime location around 25 minutes' walk from Makena State Park and hosts up to 6 guests. This 104 m²… More

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Maui Kamaole #G-107 Gorgeous Ocean View, Full Ac, Wifi, Hot Tub, Near Beach

2777 S Kihei Rd., Maui Kamaole #G-107, Wailea (Maui), United States Show map

The spacious Maui Kamaole #G-107 Gorgeous Ocean View, Full Ac, Wifi, Hot Tub, Near Beach Wailea apartment boasts a prime setting and in 700 metres from the Kamaole Beach Park III. Providing… More

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A-312 Haleakala Shores

2619 S Kihei Rd #A-312, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 97 m² A-312 Haleakala Shores Wailea apartment, which is within 3 km of the Kihei Baptist Chapel and nearly 25 minutes' walk from the Foodland… More

From US$ 412 Book Now

Wailea Ekolu, #914

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

To enjoy your vacation in Wailea, stay at the spacious 2-bedroom Wailea Ekolu, #914 Apartment, which is just 0.6 km from the Wailea Town Center and approximately 10 minutes' walk from Sand People. More

From US$ 661 Book Now

Wailea Ekahi 26A By Coldwell Banker Island Vacations

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

Featuring a beachfront location, the 109 m² Wailea Ekahi 26A By Coldwell Banker Island Vacations Apartment offers views of the sea, and is around a 25-minute walk from Wailea Tennis Club. Wi-Fi is… More

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Luxurious Wailea Ocean Vistas

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

The spacious 79 m² Luxurious Wailea Ocean Vistas Apartment is a good choice for accommodating up to 4 guests, offering a prime setting about 5 minutes on foot from Wailea Tennis Club. The welcoming… More

From US$ 530 Book Now

Grand Champions 136 By Coldwell Banker Island Vacations

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

The 1-room Grand Champions 136 By Coldwell Banker Island Vacations Apartment Wailea offers easy entry to such city sights as the Wailea Town Center, situated about a 5-minute walk away. Guests can… More

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Kihei Surfside #110

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

To enjoy your vacation in Wailea, stay at the spacious 68 m² Kihei Surfside #110 Apartment Wailea, which is around a 10-minute ride from the Sandy Wailea Public Beach and just 0.7 km from Surf Shack.… More

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Wailea Elua, #2501

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

The 2-room Wailea Elua, #2501 Apartment is located 18 minutes' walk from the Mokapu Beach and 3.9 km from the neighborhood Charley Young Beach. Welcoming guests with a Jacuzzi, this spacious… More

From US$ 1141 Book Now

Kamaole Sands Condo 8-409

2695 S Kihei Rd Bldg 8 #409, Wailea (Maui), United States Show map

Kamaole Sands Condo 8-409 Wailea is located 2.9 km from the Hope Chapel and 17 minutes' walk from Hawaiian Moons Natural Foods. More

From US$ 225 Book Now

Kihei Akahi D-105

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

The spacious 61 m² Kihei Akahi D-105 Apartment Wailea is nearly a 5-minute stroll from the sandy Kamaole Beach Park II and welcomes guests with a Jacuzzi. The Redline Rafting is only 1.2 km from the… More

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Maui Parkshore 408 By Coldwell Banker Island Vacations

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

Maui Parkshore 408 By Coldwell Banker Island Vacations Wailea apartment offers a prime location, only 8 minutes' stroll from the Redline Rafting, and access to a golf course for active guests. More

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Ekahi Ocean View Escape And Close To Beach

3300 Wailea Alanui Unit#21F, Wailea (Maui), United States Show map

The spacious 1-bedroom Ekahi Ocean View Escape And Close To Beach Wailea apartment offers guests an opportunity to enjoy the sunsets on the shore of Lily Pond, set about a 25-minute walk away. The… More

From US$ 322 Book Now

Little Slice Of Paradise With A Garden View

2531 South Kihei Road Unit#A104, Wailea (Maui), United States Show map

Located 12 minutes' walk from Kihei Boat Ramp, the spacious Little Slice Of Paradise With A Garden View Wailea apartment overlooks the sea. Offering access to an outdoor swimming pool, this apartment… More

From US$ 321 Book Now

A-304 Haleakala Shores

2619 S Kihei Rd #A-304, Wailea (Maui), United States Show map

Located in the Kamaole Beach district of Wailea, the 97 m² A-304 Haleakala Shores Wailea apartment is merely 5 minutes' walk from the Kamaole Beach Park III and 2.9 km from Wailea Tennis Club, which… More

From US$ 456 Book Now

Kihei Akahi B102

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

The 2-room Kihei Akahi B102 Apartment Wailea offers proximity to such tourist attractions as Kamaole Beach Park 2, situated approximately a 5-minute walk away. The apartment features Wi-Fi, along… More

From US$ 303 Book Now