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2026-11-03
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Wailea (Maui) Vacation Rentals

Maui Banyan Studio - Ac, Pool,Beach, Free Parking

2575 South Kihei Road Q102A, Wailea (Maui), United States Show map

The 1-bedroom Maui Banyan Studio - Ac, Pool,Beach, Free Parking Wailea is located in Wailea, approximately a 20-minute stroll from Keawakapu Beach, and boasts a Jacuzzi. The 28 m² apartment has a… More

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Wailea Beach Villas Private Plunge Pool 3 Bedroom Sleeps 8 Family Getaway Car Incl. W 6 Nights Wbv-G101 By Kbm

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

Wailea Beach Villas Private Plunge Pool 3 Bedroom Sleeps 8 Family Getaway Car Incl. W 6 Nights Wbv-G101 By Kbm apartment boasts a prime location only 8 minutes' stroll from The Shops at Wailea… More

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Grand Champions 141 By Coldwell Banker Island Vacations

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

The 84 m² Grand Champions 141 By Coldwell Banker Island Vacations Apartment Wailea enjoys a convenient location merely a 9-minute walk from Makena State Park. Located just near Wailea Town Center… More

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Wailea Beach 2 Oceanfront Villas Sleeps 14 Car Included With 6Nights Ml-4280 By Kbm

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

Wailea Beach 2 Oceanfront Villas Sleeps 14 Car Included With 6Nights Ml-4280 By Kbm apartment offers a prime location, just 1.5 km from the Half-mile-long Ulua Sandy Beach Park. Guests can make use… More

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Grand Champions 164 By Coldwell Banker Island Vacations

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

The 2-bedroom Grand Champions 164 By Coldwell Banker Island Vacations Apartment Wailea lies in a convenient location in Wailea, about a 5-minute walk from Wailea Town Center. A short way from… More

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Grand Champions Ocean View 1 Bedroom Extra Large Corner Suite Great For Families Complimentary Car With 6 Nights Gch-121 By Kbm

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

Offering a swimming pool, the 98 m² Grand Champions Ocean View 1 Bedroom Extra Large Corner Suite Great For Families Complimentary Car With 6 Nights Gch-121 By Kbm Wailea is situated around a 25… More

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Oceanfront 3Rd Floor Mana Kai Condo

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

Featuring a prime location in the immediate vicinity of 5 Palms, the spacious 2-bedroom Oceanfront 3Rd Floor Mana Kai Condo Wailea accommodates up to 6 guests. This 71 m² apartment with an outdoor… More

From US$ 468 Book Now

Dreamy Coastal Retreat

2994 S Kihei Rd Unit 307, Wailea (Maui), United States Show map

Located within 5 minutes' walk of Keawakapu Beach and Surf Shack, Dreamy Coastal Retreat Apartment Wailea features views of the garden. The apartment offers modern facilities, such as Wi-Fi and… More

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Hale Kamaole 120

2737 S. Kihei Road, 120, Wailea (Maui), United States Show map

The 1-bedroom Hale Kamaole 120 Apartment Wailea is about a 5-minute stroll from Kamaole Beach Park III and can accommodate up to 4 guests. It enjoys a convenient location, only 1.7 km from Kilohana… More

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Makena Surf, #F-111

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

Located in the Makena district, about a 5-minute walk from Makena's Golf Course, the 2-bedroom Makena Surf, #F-111 Apartment Wailea accommodates up to 6 guests. The spacious 150 m² apartment with a… 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

Situated approximately 10 minutes' walk from Kamaole Beach Park III, the spacious 1-bedroom Kamaole Sands 8-204- Kihei Resort Condo, Ac, Across Street From Beach Wailea can host up to 4 guests in… 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

Situated nearly 20 minutes' walk from Cove Park, the spacious 76 m² Kamaole Sands #10-111 Ocean View, Inner Court, Ground Floor, Close To Beach Wailea apartment can host up to 4 guests in Wailea. 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 nearly 20 minutes' walk from Mokapu Beach, the spacious 2-bedroom Wailea Ekolu, #401 Apartment provides guests with Wi-Fi for either business or leisure. Offering access to a heated pool… More

From US$ 795 Book Now

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 around a 15-minute walk from Kihei Boat Ramp and provides spa facilities such as a hot tub. Situated right around… More

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Grand Champions 108

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

The spacious 84 m² Grand Champions 108 Apartment Wailea is located in Wailea, only 0.9 km from Enchantress Gallery By Bootzie, and pampers guests with a Jacuzzi. Wailea Town Center is merely a 5… More

From US$ 1235 Book Now

Palms At Wailea #1105 Lovely Ocean View, Near Complex Pool And Shared Hot Tub

3200 Wailea Alanui Dr., Palms At Wailea #1105, Wailea (Maui), United States Show map

Situated nearly a 10-minute ride from Kamaole Beach Park III, the spacious 115 m² Palms At Wailea #1105 Lovely Ocean View, Near Complex Pool And Shared Hot Tub apartment offers a Jacuzzi for 4… More

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Wailea Ekolu 408

10 Wailea Ekolu Pl., Wailea (Maui), United States Show map

Featuring an outdoor swimming pool, the spacious Wailea Ekolu 408 Apartment is a 5-minute walk from Wailea Tennis Club. Wi-Fi and parking are among the essentials at guests' disposal. More

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Stylish Designer Resort Studio Vistas

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

The 28 m² Stylish Designer Resort Studio Vistas Wailea boasts a beachfront setting and in a mere 6 minutes' walk from the sandy Kamaole Beach Park II. Enjoying proximity to Kamaole Beach Park 2… More

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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 2-bedroom Palms At Wailea #603 Fully Air Conditioned, Great Rates, Near Great Beaches apartment features a prime location around 25 minutes' walk from Olavine Spa & Salon and hosts up to… More

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

From US$ 6716 Book Now

Wailea Ekolu #105 Scenic Ocean View, Great Location, Near Beaches, Full Ac

100 Wailea Ike Dr., Wailea Ekolu #105, Wailea (Maui), United States Show map

Located merely 9 minutes' stroll from The Shops at Wailea Outdoor Mall, the spacious 100 m² Wailea Ekolu #105 Scenic Ocean View, Great Location, Near Beaches, Full Ac apartment accommodates up to 4… More

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Wailea Beach Villa K207

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

The spacious 2-bedroom Wailea Beach Villa K207 is a good choice for accommodating up to 6 guests, offering a beachfront setting approximately 10 minutes' walk from Na Pua Gallery. Located just around… More

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Maui Bliss Garden Lanai, Dual Ac, Beach, Pool, Gym

2695 S Kihei Rd 03-106, Wailea (Maui), United States Show map

Situated a 25-minute walk from Mokapu Beach, the spacious Maui Bliss Garden Lanai, Dual Ac, Beach, Pool, Gym Wailea apartment offers a Jacuzzi for 4 visitors. At this apartment, Wi-Fi and private… More

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Kihei Surfside, #310

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

The spacious 1-bedroom Kihei Surfside, #310 Apartment Wailea features a prime location nearly 25 minutes' walk from Makena State Park and hosts up to 2 guests. Offering access to a heated pool, the… More

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Maui Kamaole F-204

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

Situated merely 6 minutes' walk from Kihei Coastal Trail, the spacious 2-bedroom Maui Kamaole F-204 Apartment Wailea offers a Jacuzzi for up to 6 guests. This 98 m² apartment is 750 metres from Surf… More

From US$ 464 Book Now

Maui Kamaole, #H-208

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

Located nearly 5 minutes on foot from Redline Rafting, the spacious 98 m² Maui Kamaole, #H-208 Apartment Wailea accommodates up to 6 guests. The 2-bedroom apartment is 2.2 km from Cove Park and just… More

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Maui Kamaole B214

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

To enjoy your vacation in Wailea, stay at Maui Kamaole B214 Wailea apartment, which is 1.4 km from Kihei Boat Landing and a 10-minute drive from Makena State Park. More

From US$ 342 Book Now

Maui Kamaole #L-202 Full Ocean View, Full A/C, Great Location, Great Rates

2777 S. Kihei Rd., Maui Kamaole #L-202, Wailea (Maui), United States Show map

Offering a swimming pool, the 98 m² Maui Kamaole #L-202 Full Ocean View, Full A/C, Great Location, Great Rates Apartment Wailea is situated about a 25-minute walk from Wailea Tennis Club. Boasting a… More

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Kihei Surfside, #213

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

Offering an outdoor swimming pool, the spacious Kihei Surfside, #213 Apartment Wailea is situated just near 5 Palms. Wi-Fi and private car parking are provided for guests' utmost comfort. 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

The spacious 76 m² Gorgeous Luxury Ocean View 1 Bedroom Kamaole Sands 10-304 Wailea apartment is located in Wailea, approximately a 10-minute ride from Wailea Tennis Club, and offers guests a heated… 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

The spacious 95 m² Wailea Elua, #0807 Apartment is located in Wailea, within a 4-km distance of Makena Landing Park, and pampers guests with a hot tub. Popular points of interest close to the 1… 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 Mokapu Beach, the spacious Grand Champions 68 By Coldwell Banker Island Vacations Apartment Wailea offers a hot tub for 4 visitors. Wi-Fi and private car parking are… More

From US$ 254 Book Now

Maui Parkshore 312

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

Maui Parkshore #312 Apartment Wailea is located about 400 metres from Kamaole Beach Park 2 and 18 minutes' walk from Redline Rafting. More

From US$ 361 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

The 4-bedroom Grand Champions Villas Ocean View 4 Bedroom Sleeps 10 Complimentary Car With 6 Nights Gch Ml-3777 By Kbm Wailea apartment is located a mere 0.9 km from National Geographic Fine Art… More

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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

The 76 m² Kamaole Sands #9-203 Central A/C, Great Location, Great Rates, Fitness Center Wailea apartment is located about a 25-minute walk from Mokapu Beach and 550 metres from Kihei Coastal Trail. More

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Maui Kamaole K209 Remodel In Peaceful Friendly South Maui W/Beaches Views, Ac

2777 S. Kihei Rd, Maui Kamaole #K-209, Wailea (Maui), United States Show map

The 2-bedroom Maui Kamaole K209 Remodel In Peaceful Friendly South Maui W/Beaches Views, Ac Wailea apartment offers setting in a residential area of Wailea, merely 8 minutes' walk from Kamaole Beach… More

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Palms At Wailea #803 Fully Renovated, Partial Ocean View Free Wifi, Full A/C

3200 Wailea Alanui Dr., Palms At Wailea #803, Wailea (Maui), United States Show map

The spacious 111 m² Palms At Wailea #803 Fully Renovated, Partial Ocean View Free Wifi, Full A/C Apartment features a prime location approximately 25 minutes' walk from Kihei Boat Ramp and hosts up… More

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Wailea Elua, #0105

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

Situated a 13-minute walk from Wailea Tennis Club, the spacious Wailea Elua, #0105 Apartment offers a Jacuzzi for 6 visitors. Wi-Fi and a private parking lot are among the essentials at guests'… More

From US$ 995 Book Now

Wailea Ekahi 48A By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the 2-bedroom Wailea Ekahi 48A By Coldwell Banker Island Vacations Apartment, which is only 1.3 km from The Shops at Wailea Outdoor Mall and about a 10… 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

The spacious Kamaole Sands #5-401 Wailea apartment features a prime location 25 minutes' walk from A Promise Made in Paradise and hosts up to 6 guests. Wi-Fi and private parking are also available at… 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 only 8 minutes' walk from Redline Rafting and 3.5 km from Wailea Emerald Course, which… 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

The 102 m² Rear Ocean View 2 Bedroom Single Level Condo At Kamaole Sands 9-305 Wailea is located 10 minutes by car from the neighborhood Charley Young Beach and 2.8 km from Hope Chapel. This 2… 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-bedroom Wailea Ekahi 25B By Coldwell Banker Island Vacations Apartment, which is only 1.6 km from Kihei Boat Landing and nearly a 10-minute drive from… 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

Situated 25 minutes' walk from Cove Park, Beachside Bliss 2Bd Suite With Pool Near Kamaole Beach II Wailea offers a hot tub for 5 visitors. The apartment features Wi-Fi, along with a private parking… More

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Wailea Ekahi #16-C Ground Floor Unit Near Keawakapu Beach, Wifi, Full A/C

3300 Wailea Alanui Dr., Wailea Ekahi #16-C, Wailea (Maui), United States Show map

The spacious 74 m² Wailea Ekahi #16-C Ground Floor Unit Near Keawakapu Beach, Wifi, Full A/C apartment offers proximity to a number of tourist attractions, such as A Promise Made in Paradise, located… More

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Maui Parkshore #412 Ocean View In The Heart Of Kihei, Walk To Kamaole Beach

2653 S. Kihei Rd., Maui Parkshore #412, Wailea (Maui), United States Show map

The 83 m² Maui Parkshore #412 Ocean View In The Heart Of Kihei, Walk To Kamaole Beach Wailea apartment is nestled in a residential area of Wailea, about 5 minutes' walk from Kamaole Beach Park 2. More

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Wailea Ekahi 37E By Coldwell Banker Island Vacations

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

The spacious 90 m² Wailea Ekahi 37E By Coldwell Banker Island Vacations Apartment is a good choice for accommodating up to 5 guests, offering a beachfront setting merely 12 minutes' stroll from… More

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Kihei Surfside #109

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

Located just a 5-minute stroll from Keawakapu Beach, the 1-bedroom Kihei Surfside #109 Apartment Wailea accommodates up to 3 guests. 5 Palms is a short way from the 51 m² apartment, and Kihei Boat… 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

150 m² Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo In The Heart Of Wailea, Maui is located in Wailea, around a 25-minute walk from Keawakapu Beach, and boasts a Jacuzzi. This 3-bedroom… More

From US$ 1434 Book Now

Wailea Luxury Resort Vista

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

Offering a swimming pool, the spacious Wailea Luxury Resort Vista is situated 15 minutes' walk from The Shops at Wailea Outdoor Mall. Guests will enjoy Wi-Fi, and parking provided on site. More

From US$ 1071 Book Now