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2026-11-03
2026-11-04
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Wailea (Maui) Vacation Rentals

Wailea Ekolu Village 1406

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

The spacious Wailea Ekolu Village 1406 apartment features a prime location 20 minutes' walk from Wailea Golf Club and hosts up to 4 guests. This apartment offers a car park on site and modern… More

From US$ 444 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 a good choice for accommodating up to 8 guests, offering a prime setting within a 2-km distance of Lava Fields. Wi-Fi is provided for… More

From US$ 456 Book Now

4-309 Kamaole Sands

2695 S Kihei Rd #4-309, Wailea (Maui), United States Show map

The spacious 76 m² 4-309 Kamaole Sands Wailea apartment is a good choice for accommodating up to 4 guests, offering a prime setting within 3 km of Makena State Park. Wi-Fi and parking are also… More

From US$ 770 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 within 1 km of Maui Waterwear and around 700 metres from Wailea Tennis Club. More

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Beachside Maui Studio With Pool & Hot Tub Access

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

To enjoy your vacation in Wailea, stay at the 22 m² Beachside Maui Studio With Pool & Hot Tub Access Wailea, which is merely 0.8 km from Maui Fine Art and around 25 minutes' walk from Cove Park. More

From US$ 472 Book Now

Stylish Hawaiian Tropical Oceanview Vistas

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

The 79 m² Stylish Hawaiian Tropical Oceanview Vistas Apartment Wailea is located 3.7 km from the Sandy Wailea Public Beach and merely a 14-minute walk from Kihei Boat Landing. Offering access to an… 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 112 m² Palms At Wailea 2104 By Coldwell Banker Island Vacations Apartment is located approximately a 10-minute drive from the secluded local Po'olenalena Beach and offers Wi-Fi for… 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-bedroom Flash Sale! Cozy Studio Steps To Kamaole 2 Beach Wailea, which is only 450 metres from Kamaole Beach Park 2 and merely 1.8 km from Keawakapu… More

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Wailea Ekahi, #22B

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

Located in the Keawakapu Beach district 25 minutes' walk from Wailea Tennis Club, the spacious Wailea Ekahi, #22B Apartment accommodates up to 4 guests. Wi-Fi and a private parking lot are also… More

From US$ 705 Book Now

Grand Champions 185

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

Situated approximately 10 minutes' drive from Wailea Golf Club, the spacious 2-bedroom Grand Champions 185 Apartment Wailea provides guests with Wi-Fi for either business or leisure. With a Jacuzzi… 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-bedroom Maui Banyan H311 1Bd 2Ba 3 Min Walk To The Beach In The Heart Of South Kihei! Wailea apartment lies in a prime location in Wailea, around a 5-minute walk from Kamaole Beach Park 2. This… More

From US$ 351 Book Now

Maui Banyan H505 By Coldwell Banker Island Vacations

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

The spacious 60 m² Maui Banyan H505 By Coldwell Banker Island Vacations Apartment Wailea is only 300 metres from the sandy Kamaole Beach Park II and can accommodate up to 4 guests. Saint Theresa… More

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Wailea Elua Resort 1904

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

The spacious Wailea Elua Resort 1904 features a beachfront location 10 minutes' walk from the Sandy Wailea Public Beach and hosts up to 6 guests. Boasting a tennis court, a sunbathing terrace, and a… 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 Rainbow Mall Kihei, situated about 5 minutes' walk away. This apartment features high-speed Internet access… 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

The 60 m² Top-Floor Maui Condo With Pool, Lanai & Beach Access Wailea is situated approximately a 20-minute walk from Keawakapu Beach and offers an outdoor swimming pool. Welcoming guests with a… More

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Mana Kai 714

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

Situated in close proximity to 5 Palms, Mana Kai 714 Apartment Wailea can host up to 6 guests in Wailea. Offering access to a swimming pool, this apartment is only an 8-minute walk from Redline… 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 only 1.8 km from Kilohana Park and… More

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Maui Kamaole #H-105 Ocean View Condo Across The Street From Beach A/C

2777 S. Kihei Rd, Maui Kamaole #H-105, Wailea (Maui), United States Show map

Featuring a heated pool, the 1-bedroom Maui Kamaole #H-105 Ocean View Condo Across The Street From Beach A/C Wailea is approximately a 5-minute walk from Blue Water Rafting. Offering a Jacuzzi, the… More

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Kihei Akahi C409 - Lush Remodel, View, Dual Ac

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

Located nearly 5 minutes' walk from the sandy Kamaole Beach Park II and Kamaole Beach Park 2, the spacious 1-bedroom Kihei Akahi C409 - Lush Remodel, View, Dual Ac Apartment Wailea features views of… More

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

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

Situated 5 minutes' walk from Kamaole Beach Park 2, Maui Vista 2121- Remodeled 1 Bedroom Kihei Gem Across The Street From Beach Wailea apartment looks out onto the garden. Set in the immediate… More

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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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Maui Kamaole D208

2777 S Kihei Rd #D208, Wailea (Maui), United States Show map

Situated within 5 minutes' walk of Kihei Boat Landing, the 98 m² Maui Kamaole D208 Apartment Wailea entices guests with a Jacuzzi. Kihei Boat Ramp is not far from the apartment, and 5 Palms is just 0… More

From US$ 256 Book Now

Kihei Akahi C-513

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

Situated a 19-minute walk from Keawakapu Beach, the spacious Kihei Akahi C-513 Apartment Wailea offers a Jacuzzi for 4 visitors. Providing a picnic area and a golf course, this apartment overlooks… 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

The spacious 2-bedroom Wailea Ekahi, #19A Apartment features a convenient location about 25 minutes' walk from A Promise Made in Paradise and hosts up to 7 guests. The apartment offers modern… More

From US$ 1258 Book Now

Polo Beach Club 604 By Coldwell Banker Island Vacations

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

Nestled about a 5-minute walk from Polo Beach, the 2-bedroom Polo Beach Club 604 By Coldwell Banker Island Vacations Wailea apartment offers quick access to numerous tourist attractions nearby. 2.5… More

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Kamaole Sands 7-410 By Coldwell Banker Island Vacations

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

The spacious 2-bedroom Kamaole Sands 7-410 By Coldwell Banker Island Vacations Wailea apartment boasts a convenient setting and in merely 9 minutes' walk from Kamaole Beach Park III. Within a few… More

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Maui Hill 99 By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 2-bedroom Maui Hill 99 By Coldwell Banker Island Vacations Apartment Wailea, which is just 1.7 km from Kilohana Park and around 25 minutes' walk… 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 Kamaole Beach Park III. The maximum occupancy… More

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A-312 Haleakala Shores

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

Featuring a prime location within 5 minutes' walk of Kihei Coastal Trail, the spacious 97 m² A-312 Haleakala Shores Wailea apartment accommodates up to 8 guests. Wi-Fi is provided for both business… 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

Featuring an outdoor swimming pool, the spacious 2-bedroom Wailea Ekolu, #914 Apartment is just a few steps from Wailea Old Blue Clubhouse. The apartment offers modern facilities, such as Wi-Fi and… More

From US$ 661 Book Now

Wailea Ekahi 26A By Coldwell Banker Island Vacations

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

The 109 m² Wailea Ekahi 26A By Coldwell Banker Island Vacations Apartment is located a mere 1.6 km from Redline Rafting and around a 20-minute walk from Kihei Boat Ramp. Wi-Fi and a private parking… 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 boasts a convenient location merely 6 minutes on foot from Makena State Park. The welcoming apartment features Wi-Fi and private parking on… More

From US$ 530 Book Now

Wailea Oasis Relax In Your Spacious Villa W Lush Tropical Views, Private Lanai

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

The 2-bedroom Wailea Oasis Relax In Your Spacious Villa W Lush Tropical Views, Private Lanai Wailea is located in Wailea, only 600 metres from Maui Waterwear, and pampers guests with a Jacuzzi. More

From US$ 321 Book Now

Kihei Akahi 1Br With Ocean View, Lanai & Pool Access

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

Featuring a prime location nearly a 5-minute walk from Kamaole Beach Park 2, the spacious 1-bedroom Kihei Akahi 1Br With Ocean View, Lanai & Pool Access Apartment Wailea accommodates up to 4 guests. More

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Grand Champions 136 By Coldwell Banker Island Vacations

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

Nestled around a 5-minute walk from Wailea Town Center, the 1-bedroom Grand Champions 136 By Coldwell Banker Island Vacations Apartment Wailea offers quick access to numerous tourist attractions… 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 only 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-bedroom Wailea Elua, #2501 Apartment is located 18 minutes' walk from Mokapu Beach and 3.9 km from the neighborhood Charley Young Beach. Guests can relax with a Jacuzzi, or visit Makena State… More

From US$ 1141 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 Redline Rafting and can accommodate up to 3 guests. Wi-Fi and a private parking lot are also available at this apartment. More

From US$ 524 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 2.4 km from Kalama Park Pavilion and 16 minutes' walk from Kihei Boat Ramp. 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. Redline Rafting is only 1.2 km from the 1… More

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Maui Parkshore 408 By Coldwell Banker Island Vacations

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

Located only 8 minutes' stroll from Redline Rafting, the spacious 83 m² Maui Parkshore 408 By Coldwell Banker Island Vacations Wailea apartment accommodates up to 6 guests. Lava Fields is 2.1 km from… More

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Little Slice Of Paradise With A Garden View

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

The spacious Little Slice Of Paradise With A Garden View Wailea apartment is located 2.6 km from Mokapu Beach and 25 minutes' walk from Foodland Kihei. Offering access to a year-round outdoor… 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, A-304 Haleakala Shores Wailea apartment is only 5 minutes' walk from Kamaole Beach Park III and 2.9 km from Wailea Tennis Club, which is recommended to be… More

From US$ 456 Book Now

Kihei Akahi B102

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

Kihei Akahi B102 Apartment Wailea offers proximity to such tourist attractions as Kamaole Beach Park 2, situated approximately a 5-minute walk away. Offering access to a swimming pool, the apartment… More

From US$ 303 Book Now

Kihei Akahi D-104

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

The 1-bedroom Kihei Akahi D-104 Apartment Wailea offers easy access to such tourist sites as Kamaole Beach Park 2, located approximately 5 minutes' walk away. Boasting a Jacuzzi, the spacious 61 m²… More

From US$ 203 Book Now

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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Ocean Front Modern 2Br 2Ba, King Bed, Beach, Pool!

2653 South Kihei Road 201, Wailea (Maui), United States Show map

Located just a 5-minute walk from Kamaole Beach Park III, Ocean Front Modern 2Br 2Ba, King Bed, Beach, Pool! Wailea apartment accommodates up to 6 guests. Wi-Fi and a private parking lot are also… More

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Wailea Ekolu #308 Beautiful Ocean View, Near Golf Course And Beaches, A/C

100 Wailea Ike Dr., Wailea Ekolu #308, Wailea (Maui), United States Show map

Featuring a heated pool, the spacious 2-bedroom Wailea Ekolu #308 Beautiful Ocean View, Near Golf Course And Beaches, A/C apartment is merely 6 minutes' walk from Makena State Park. The apartment… More

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Wailea Elua, #0106

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

The spacious 1-bedroom Wailea Elua, #0106 Apartment is a good choice for accommodating up to 2 guests, offering a prime setting merely 1.4 km from the Sandy Wailea Public Beach. The apartment with a… More

From US$ 1101 Book Now

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

The 40 m² Kihei Akahi #C-520 Tastefully Updated, Corner Studio On 5Th Floor, A/C Wailea enjoys a prime location just 5 minutes' walk from the sandy Kamaole Beach Park II. At this 1-bedroom apartment,… More

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