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2026-10-23
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Extended Stay in Wailea (Maui)

Ocean & Haleakala View Condo Near Kamaole III Beach

2619 South Kihei Road B508, Wailea (Maui), United States Show map

Featuring a convenient location about 5 minutes' walk from Kamaole Beach Park 2, the spacious 2-bedroom Ocean & Haleakala View Condo Near Kamaole III Beach Wailea accommodates up to 5 guests. More

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Wailea Beach Villa I503 By Coldwell Banker Island Vacations

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

Located 9 minutes on foot from The Shops at Wailea Outdoor Mall, Wailea Beach Villa I503 By Coldwell Banker Island Vacations is suitable for 7 guests and provides a Jacuzzi for a truly relaxing stay.… More

From US$ 1918 Book Now

Solara Luxe Pool Villa D101 At Wailea Beach Villas

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

Located only 7 minutes' walk from The Shops at Wailea Outdoor Mall, the 3-bedroom Solara Luxe Pool Villa D101 At Wailea Beach Villas provides an outdoor swimming pool, a Jacuzzi for additional… More

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Castaway Cove C201 At Wailea Beach Villas

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

Located approximately 400 metres from Makena State Park, the 1-bedroom Castaway Cove C201 At Wailea Beach Villas offers a heated pool, a Jacuzzi for a truly relaxing stay. Hosting up to 8 guests… More

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Kihei Surfside, #511

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

Situated around a 25-minute walk from Wailea Tennis Club, the 68 m² Kihei Surfside, #511 Apartment Wailea can host up to 4 guests in Wailea. Offering access to an outdoor swimming pool, this 1… More

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Ho'Olei 93-2

93 Makakehau Street, Unit 93-2, Wailea (Maui), United States Show map

The 3-bedroom Ho'Olei 93-2 Villa Wailea is situated only a 5-minute stroll from Grand Wailea-Ki'i Gallery, featuring such comforts as Wi-Fi and a car park. Providing windsurfing, snorkelling, and… More

From US$ 1849 Book Now

Hoolei 55-3 By Coldwell Banker Island Vacations

55 Kiloa St, Wailea (Maui), United States Show map

The 3-bedroom Hoolei 55-3 By Coldwell Banker Island Vacations Villa Wailea, located approximately a 5-minute walk from Spa at the Four Seasons Maui at Wailea, can host up to 8 guests. Featuring a… More

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Kihei Akahi D-G04

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

Staying at the 1-bedroom Kihei Akahi D-G04 Villa Wailea, guests can visit Moana Estates Park, which is only 1.2 km away. The Wailea holiday home is suitable for up to 2 guests and features a car park. More

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Charming Elegant Oceanview 1Bd 2Ba In Front Building

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

Situated just 11 minutes' stroll from Kamaole Beach Park III, the 1-bedroom Charming Elegant Oceanview 1Bd 2Ba In Front Building Villa Wailea includes a swimming pool, as well as a Jacuzzi to relax… More

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Kamaole Sands #6-106 Ground Floor, Full A/C, Great Location, Hot Tub,

2695 S. Kihei Rd, Kamaole Sands #6-106, Wailea (Maui), United States Show map

The spacious Kamaole Sands #6-106 Ground Floor, Full A/C, Great Location, Hot Tub, Wailea apartment enjoys a convenient location in close proximity to Kamaole Beach Park III. This apartment features… More

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Kihei Akahi D502

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

Featuring a convenient location, the 87 m² Kihei Akahi D502 Apartment Wailea offers views of the mountain, approximately a 25-minute walk from the expansive Kalama Seaside Park. Situated within a few… More

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Mana Kai #303 By Coldwell Banker Island Vacations

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

The 1-bedroom Mana Kai #303 By Coldwell Banker Island Vacations Apartment Wailea is also located nearly 5 minutes' walk from Keawakapu Beach. More

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Makena Surf #C102

1675 Fall River Road, Wailea (Maui), United States Show map

The spacious 171 m² Makena Surf #C102 Apartment Wailea is located approximately 900 metres from Makena Landing Park and offers Wi-Fi for either business or leisure. The 2-bedroom apartment lies in… More

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Kamaole Sands 2-406 - Luxurious Renovation - Penthouse Ocean Views - Split Ac

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

Situated nearly 25 minutes' walk from Kalama Park Pavilion, Kamaole Sands 2-406 - Luxurious Renovation - Penthouse Ocean Views - Split Ac Wailea villa provides fitness classes, as well as a fitness… More

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Kihei Akahi #D-107 Near Kamaole Beaches, Ground Floor, Wifi, Full Kitchen

2531 S. Kihei Road, Kihei Akahi #D-107, Wailea (Maui), United States Show map

The spacious 61 m² Kihei Akahi #D-107 Near Kamaole Beaches, Ground Floor, Wifi, Full Kitchen Wailea apartment offers setting in a residential area of Wailea, around 5 minutes' walk from the sandy… More

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Kamaole Sands 7-405 - Renovated, Large Lanai, Ac!

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

The 2-bedroom Kamaole Sands 7-405 - Renovated, Large Lanai, Ac! Wailea villa is situated merely 1.4 km from Kihei Boat Landing and provides a hot tub, ensuring a relaxing stay. More

From US$ 630 Book Now

Grand Champions 139 By Coldwell Banker Island Vacations

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

Situated approximately 5 minutes' walk from Wailea Town Center, the spacious 2-bedroom Grand Champions 139 By Coldwell Banker Island Vacations Apartment Wailea offers a Jacuzzi for up to 4 guests. More

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The Palms At Wailea 1805 - Luxury 2Br Condo, Large Lanai, Full Ac, Kitchen, Wifi

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

The Palms At Wailea 1805 - Luxury 2Br Condo, Large Lanai, Full Ac, Kitchen, Wifi villa accommodates up to 4 guests and offers a prime location a mere 1.9 km from shopping venues such as The Shops at… More

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Mana Kai Maui Resort, #405C

2960 South Kihei Road Two Bedroom / Two Bath Oceanfront Condominium, Wailea (Maui), United States Show map

Situated just near 5 Palms, the 2-bedroom Mana Kai Maui Resort, #405C Wailea can host up to 4 guests in Wailea. Offering access to an outdoor swimming pool, this 88 m² apartment is nearly a 5-minute… More

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Makena Surf, #G-304

2115 Fall River Road # 14, Wailea (Maui), United States Show map

Set in the Makena district of Wailea, about 20 minutes' walk from Maluaka Beach, the 3-bedroom Makena Surf, #G-304 Apartment Wailea accommodates up to 8 guests. Featuring a hot tub, this 152 m²… More

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Polo Beach Club 808 By Coldwell Banker Island Vacations

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

The 110 m² Polo Beach Club 808 By Coldwell Banker Island Vacations Wailea apartment is located a mere 0.7 km from the secluded local Po'olenalena Beach and just a 12-minute walk from the scenic 18… More

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Hale Hui Kai 106 - Beautiful Ground Floor Unit, On Keawakapu Beach, Split Ac!

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

The 2-bedroom Hale Hui Kai 106 - Beautiful Ground Floor Unit, On Keawakapu Beach, Split Ac! Wailea villa, located only 5 minutes' walk from 5 Palms, can host up to 6 guests. Located steps away from… More

From US$ 662 Book Now

Wailea Ekahi 45A By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Wailea Ekahi 45A By Coldwell Banker Island Vacations Apartment, which is 2.5 km from Redline Rafting and approximately 25 minutes'… More

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Maui Banyan H506

2575 S Kihei Rd, H506, Wailea (Maui), United States Show map

Offering a heated pool, the 1-bedroom Maui Banyan H506 Villa Wailea is situated a mere 6 minutes' walk from Kamaole Beach Park III and can accommodate up to 4 guests. Located in proximity to Cove… More

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Maui Kamaole G-202, Ocean View, Split Ac!

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

The 2-room Maui Kamaole G-202, Ocean View, Split Ac! Villa Wailea, located nearly 5 minutes' walk from Redline Rafting, invites guests to relax in a Jacuzzi. Featuring sea views, this Wailea villa… More

From US$ 439 Book Now

2Br 2Ba In Maui Banyan Kihei Steps To Beach

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

The spacious 89 m² 2Br 2Ba In Maui Banyan Kihei Steps To Beach Wailea apartment is a good choice for accommodating up to 6 guests, offering a convenient setting within 20 minutes' walk of the… More

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Makena Surf, #C-205

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

The spacious 2-bedroom Makena Surf, #C-205 Apartment Wailea is located in the Makena district of Wailea, about 5 minutes' walk from Makena Snorkeling Beach and offers a Jacuzzi. This 145 m² apartment… More

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Hoolei 24-2 By Coldwell Banker Island Vacations

24 Ho'Olei Circle, Wailea (Maui), United States Show map

Located merely a 9-minute walk from Makena State Park, the 3-bedroom Hoolei 24-2 By Coldwell Banker Island Vacations Villa Wailea is suitable for 8 guests and provides a Jacuzzi for a truly relaxing… More

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Kamaole Sands 7-102 By Coldwell Banker Island Vacations

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

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Kamaole Sands 7-102 By Coldwell Banker Island Vacations Wailea apartment, which is 2.8 km from the expansive Kalama Seaside Park and… More

From US$ 230 Book Now

Kihei Surfside #102

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

The spacious 68 m² Kihei Surfside #102 Apartment Wailea is only 300 metres from Keawakapu Beach and can accommodate up to 4 guests. The fringed Ulua Beach Park lies in the vicinity of the 1-bedroom… More

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Maui Kamaole B202 By Coldwell Banker Island Vacations

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

The spacious 98 m² Maui Kamaole B202 By Coldwell Banker Island Vacations Apartment Wailea is merely 5 minutes' stroll from Redline Rafting and welcomes guests with a Jacuzzi. The Sandy Wailea Public… More

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Makena Surf, #E-203

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

Located in the Makena district an 8-minute walk from the secluded local Po'olenalena Beach, the spacious Makena Surf, #E-203 Apartment Wailea accommodates up to 6 guests. Offering access to an… More

From US$ 1242 Book Now

Seaglass 810 At Andaz Maui At Wailea Resort

3550 Wailea Alanui Drive, Wailea Resort, Maui, Wailea (Maui), United States Show map

Situated nearly 25 minutes on foot from Keawakapu Beach, the 3-bedroom Seaglass 810 At Andaz Maui At Wailea Resort villa includes a year-round outdoor swimming pool, as well as a Jacuzzi to relax in. More

From US$ 4468 Book Now

Maui Kamaole, #A-106

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

The spacious 98 m² Maui Kamaole, #A-106 Apartment Wailea is situated in Wailea, just a 13-minute stroll from Kamaole Beach Park III, and offers spa amenities such as a Jacuzzi. Kihei Coastal Trail is… More

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Kamaole Sands #2-401 Beautifully Renovated Suite, Family Friendly, A/C

2695 S. Kihei Rd., Kamaole Sands #2-401, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 3-bedroom Kamaole Sands #2-401 Beautifully Renovated Suite, Family Friendly, A/C Wailea, which is just 1.6 km from the neighborhood Charley… More

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Kihei Beachside Resort Vistas

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

Offering a Jacuzzi, Kihei Beachside Resort Vistas Wailea villa is situated 6 minutes' walk from Mokapu Beach and can accommodate 6 people. More

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Wailea Elua #102 Beautifully Remodeled Ocean View Short Walk To Beach, Shops

3600 Wailea Alanui Dr., Wailea Elua #102, Wailea (Maui), United States Show map

The 118 m² Wailea Elua #102 Beautifully Remodeled Ocean View Short Walk To Beach, Shops apartment is situated in a residential area of Wailea and gives access to the Half-mile-long Ulua Sandy Beach… More

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Grand Champions #45, Great Rates, Ocean View Condo, A/C, Shared Hot Tub

155 Wailea Ike Pl., Grand Champions #45, Wailea (Maui), United States Show map

The spacious 107 m² Grand Champions #45, Great Rates, Ocean View Condo, A/C, Shared Hot Tub Wailea lies in a residential area, around 5 minutes' drive from Makena State Park and merely 1.8 km from… More

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Maui Kamaole #J-204 Large 2 Bedroom 2 Bath, Partial Ocean Haleakala Views

2777 S. Kihei Rd., Maui Kamaole #J-204, Wailea (Maui), United States Show map

Situated a 10-minute walk from Keawakapu Beach, the spacious Maui Kamaole #J-204 Large 2 Bedroom 2 Bath, Partial Ocean Haleakala Views Wailea apartment offers a Jacuzzi for 6 visitors. This apartment… More

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Maui Kamaole F101

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

To enjoy your vacation in Wailea, stay at Maui Kamaole F101 Apartment Wailea, which is approximately a 10-minute drive from the neighborhood Charley Young Beach and just 1.6 km from Kilohana Park. Wi… More

From US$ 442 Book Now

Polo Beach Club Ocean View 2 Bedroom Extra Large Corner Suite Steps To Beach Complimentary Car With 6 Nights Pol-109 By Kbm

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

Featuring Wi-Fi, currency exchange and a lift, the spacious Polo Beach Club Ocean View 2 Bedroom Extra Large Corner Suite Steps To Beach Complimentary Car With 6 Nights Pol-109 By Kbm Wailea is a 25… More

From US$ 2977 Book Now

Palms At Wailea 609 By Coldwell Banker Island Vacations

3200 Wailea Alanui Dr Unit 609, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 95 m² Palms At Wailea 609 By Coldwell Banker Island Vacations Apartment, which is within 20 minutes' walk of The Shops at Wailea Outdoor Mall… More

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Kamaole Sands 2-101

2695 South Kihei Road, Unit #2-101, Wailea (Maui), United States Show map

Located merely 0.6 km from Kamaole Beach Park 2, the 2-bedroom Kamaole Sands 2-101 Wailea villa has an outdoor swimming pool and is ideal for up to 6 guests. Guests can enjoy windsurfing, snorkelling… More

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