Wailea (Maui) Vacation Rentals

Aurora Rossi

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Here is a quick list of Vacation Rentals in Wailea (Maui), selected based on their rating

Name of hotel Accommodation Rating Price, $
Castle At Maui Banyan

6.5 / 10

(27 Reviews)

From 140$
Kihei Surfside, #211

7.0 / 10

(2 Reviews)

From 598$
Palms At Wailea

7.8 / 10

(22 Reviews)

From 228$
Maui Kamaole

8.1 / 10

(68 Reviews)

From 267$
Mana Kai Maui

5.0 / 10

(20 Reviews)

From 582$

Vacation rentals in Wailea (Maui) offer an excellent blend of luxury, comfort, and breathtaking scenery, making them an ideal choice for visitors seeking a tranquil getaway. This stunning region is known for its pristine beaches, lush landscapes, and upscale amenities. Whether you are looking for oceanfront condos, private villas, or cozy cottages, there’s a perfect stay waiting for you in Wailea. Planning your vacation around the diverse offerings of Wailea’s rentals can enhance your Hawaiian getaway and provide a memorable experience.

Best Wailea (Maui) Vacation Rentals

Table of contents

Castle At Maui Banyan Kihei Surfside, #211 Palms At Wailea Maui Kamaole Mana Kai Maui Maui Retreat Beach & Pool Kihei Surfside, #511 Kamaole Sands 7-207 Kamaole Sands 6-401 Wailea Grand Champions 87

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6.5
Good
27 Reviews

Castle At Maui Banyan

📍 2575 South Kihei Road

From 140$

Offering a swimming pool, Castle At Maui Banyan Aparthotel apartment is set 1 km from Keawakapu Beach. The nearest airport is Kahului, based 30 km from this venue.

Kihei Kalama Village can be reached by car in a couple of minutes, while Maui Fine Art is right by the accommodation. Redline Rafting is a 10-minute walk away. It is located next to a park, just 3 km from the city centre. Kamaole Beach Park Iii is set nearby. Kamaole Beach Iii bus stop is at 5 minutes' walking distance.

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7
Good
2 Reviews

Kihei Surfside, #211

📍 2936 South Kihei Road 1 Bedroom 1.5 Bath Oceanfront Condominium

From 598$

Featuring a heated pool, Kihei Surfside, # 211 Condo apartment offers a spacious accommodation in Wailea. Cove Park is 2.2 km from this venue, while Kihei Boat Ramp is 0.7 km away.

Guests will appreciate a beachfront location a 25-minute walk away from Wailea city centre. Set on the beachfront, the property is close to Keawakapu Beach. The apartment is also 250 metres from seafood restaurant Sarento's on the Beach. Island Art Party is a short taxi ride away. Kahului airport is less than 30 km away.

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7.8
Very good
22 Reviews

Palms At Wailea

📍 3200 Wailea Alanui

From 228$

Featuring views of the garden, Palms At Wailea Apartment offers accommodation with a swimming pool and a spacious balcony, around 3.9 km from Foodland Kihei. The resort can be found in Wailea district, within 15 minutes' walk from the city centre.

The venue is located in the resort area of Wailea, a 35-minute drive from Kahului airport. The Shops at Wailea is at 5-minute driving distance. Hawaiian meals are served at the restaurant Bumbye Beach Bar. Redline Rafting is also a short ride away. The nearest bus stop Okolani Dr/Wailea Alanui Dr is at the distance of 350 metres.

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8.1
Very good
68 Reviews

Maui Kamaole

📍 2777 South Kihei Road

From 267$

Offering a swimming pool and a sunny patio, Maui Kamaole Apartment also has a private balcony. Kahului airport is located 30 km away while Kamaole Beach III bus station is 700 metres from the venue.

The resort is placed 1 km from Charley Young Beach and about 4.3 km from Elleair Maui Golf Club. The city centre of Wailea is a 25-minute walk from the accommodation. For meals, enjoy American specialities, served at 808 Deli. Redline Rafting and Kamaole Beach Park III are within easy reach.

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5
Good
20 Reviews

Mana Kai Maui

📍 2960 South Kihei Rd.

From 582$

Overlooking the sea, Mana Kai Maui Apartment offers accommodation withing a 10-minute drive from Wailea Blue Course. A kitchen with a microwave, a fridge, and kitchenware is also available at the venue.

Major Wailea sights, such as Redline Rafting and Kihei Boat Ramp are located not far away. Guests can get to Wailea Tennis Club which is 2.7 km away from the property. Offering American dishes, Moose McGillycuddy's is a 13-minute walk away. Saint Theresa Church can be reached in a few minutes by car. Mana Kai Maui Apartment is a 35-minute drive from Kahului airport.

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10
Excellent
2 Reviews

Maui Retreat Beach & Pool

📍 2575 South Kihei Road Q401A

From 287$

Maui Retreat Beach & Pool Apartment is nearly 3.2 km from Elleair Maui Golf Club. The venue comprises 1 bedroom and 1 bathroom.

The accommodation is placed within a 15-minute drive from Polo Beach Park. The centre of Wailea is 3 km away. The restaurant Maui Thai Bistro is about 19 minutes’ walk away. Take a few minutes' cab ride to see Saint Theresa Church. The nearest airport is Kahului airport, 30 km from this apartment in Wailea.

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Kihei Surfside, #511

📍 2936 South Kihei Road 1 Bedroom 1.5 Bath Oceanfront Condominium

Kihei Surfside, # 511 Condo apartment is located a 10-minute drive to Kalama Park and offers accommodation with Wi-Fi throughout the venue. It consists of 2 bedrooms, 2 bathrooms and a full kitchen.

Saint Theresa Roman Catholic Church can be reached by car in a couple of minutes, while Kihei Boat Ramp is right by the property. Lava Fields is less than 2.4 km from the apartment. American meals are served in the bar Moose McGillycuddy's, set within 13 minutes' walk away. The venue lies around the famous Kamaole Beach Park III. Kahului airport is located 30 km away while Kamaole Beach III bus station is 650 metres from the property.

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9
Excellent
2 Reviews

Kamaole Sands 7-207

📍 2695 S. Kihei Rd., Unit #7-207

Kamaole Sands 7-207 Villa is situated 25 minutes' walk from the fringed Ulua Beach Park in Wailea and offers accommodation with a full kitchen. This venue has 2 bedrooms and 2 bathrooms.

Local attractions include Kamaole Beach Park III steps away from the villa and city centre 3 km away. Kihei Boat Landing is reachable within 650 metres. Fred's Mexican Cafe serves Southwestern cuisine within 650 metres from the property. You can get to Lava Fields in a few minutes by car. Kahului airport is around a 34-minute drive away, and the venue lies within 700 metres of Kamaole Beach III bus station.

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10
Excellent
1 Reviews

Kamaole Sands 6-401

📍 2695 South Kihei Rd., Unit #6-401

Kamaole Sands 6-401 Villa is situated around 3 km from Wailea Beach in Wailea and offers accommodation with a fully equipped kitchen. This venue has 2 bedrooms and 2 bathrooms.

The villa is 3 km from the centre of Wailea and in vicinity of Redline Rafting. It is a 34-minute drive from Kahului airport and a 10-minute drive to Kihei Baptist Chapel. Delhi dishes are offered at 808 Deli, reachable at an 8-minute walk. The property is a short distance from Kamaole Beach Park III. Kamaole Beach III bus stop can be found within 700 metres.

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9.6
Excellent
28 Reviews

Wailea Grand Champions 87

From 344$

Wailea Grand Champions Villa provides access to Wailea Tennis Club and offers guests a Jacuzzi. A fully furnished kitchen of this venue is equipped with a microwave oven, a refrigerator, and kitchenware, while a private bathroom has a separate toilet, a bath, and a shower.

Nahuna is set 10 minutes’ drive away and Keawala' i Congregational Church is a 15-minute drive away from the accommodation. The centre of Wailea can be reached within a 5-minute walk. American dishes and refreshments can be enjoyed in restaurant Ruth's Chris Steak House. This villa awaits you near Makena State Park. Kahului airport is around a 36-minute drive away, and the property lies within 450 metres of Wailea Ike Dr bus station.

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9.6
Excellent
5 Reviews

Maui Kamaole G208

📍 2777 S Kihei Rd

From 286$

Maui Kamaole G208 Villa is situated a mere 350 metres from Redline Rafting in Wailea and offers accommodation with a fully-fitted kitchen. Spa and wellness facilities, including a Jacuzzi are at the guests' disposal during their stay at the venue.

Wailea Emerald Course is approximately 10 minutes' drive away. The centre of Wailea is a 25-minute walk away. You can taste Mexican cuisine in Fred's Mexican Cafe, located 15 minutes' stroll from Maui Kamaole G208 Villa. This property is situated near Kihei Boat Ramp and a few steps from Kamaole Beach Park III. The nearest airport is Kahului, 30 km from the villa.

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Snorkel At Kam Beach Steps From Chic Resort Condo!

📍 2695 South Kihei Road Unit 5-102

From 534$

Situated 3.9 km from Wailea Emerald Course, Snorkel At Kam Beach Steps From Chic Resort Condo! venue provides accommodation with Wi-Fi throughout the apartment. A refrigerator, an oven, and kitchenware are provided in a fully-fitted kitchen of the property.

This spacious venue lies within 30 minutes' walk of the centre of Wailea. Kalama Park is set 3.2 km away. The menu at 808 Deli consists of Delhi dishes, which guests can taste within 600 metres of the apartment. There is no need to use a car to reach Kamaole Beach Park III as it is a few steps away. The nearest airport is Kahului, 30 km from Snorkel At Kam Beach Steps From Chic Resort Condo! property, and Kamaole Beach III bus station is 10 minutes' walk away.

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9.6
Excellent
6 Reviews

Maui Kamaole K104

📍 2777 South Kihei Rd

From 272$

Maui Kamaole K104 Villa is situated approximately 10 minutes' drive from Foodland Kihei in Wailea and offers accommodation with a full kitchen. There are a Jacuzzi at the venue.

Popular points of interest near the include Kamaole Beach Park III and Redline Rafting. It is a 34-minute drive from Kahului airport and a 10-minute drive to Hope Chapel. Guests can try Delhi meals in the quick bites 808 Deli located close to the villa. You can get to Makena State Park in a few minutes by car. Kamaole Beach III bus station is less than 700 metres away.

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9
Excellent
1 Reviews

Hale Kamaole 222

📍 2737 S. Kihei Road

From 526$

Hale Kamaole 222 Villa is situated a mere 150 metres from Kihei Coastal Trail in Wailea and offers accommodation with an equipped kitchen. At this venue parking is available nearby.

Popular points of interest near the include Kamaole Beach Park III and Blue Water Rafting. Makena State Park is a 10-minute drive away and Wailea city centre is 3 km from the property. You can get to Mokapu Beach in a few minutes by car. Hale Kamaole 222 Villa is located 30 km away from Kahului airport.

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Maui - Kamaole Condominiums

📍 2777 South Kihei Road

From 893$

Maui - Kamaole Condominiums Wailea, set next to Kihei Boat Landing, is 30 km from Kahului airport.

This apartment is within 3.9 km from Wailea Emerald Course, while Kalama Park is 3.2 km away. Wailea city centre is a 25-minute walk away. 808 Deli tempts guests with Delhi delicacies. Kamaole Beach Park III is within reach. Kamaole Beach III bus station is 700 metres away.

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10
Excellent
3 Reviews

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

📍 2575 South Kihei Road H311

From 351$

This spacious venue in Wailea is 3.2 km from Elleair Maui Golf Club and 4.1 km from Wailea Beach.

The accommodation is located in Wailea, a 30-minute walk from its centre. Quick bites Maui Teriyaki Company serves a Japanese cuisine. Kihei Baptist Chapel is a short taxi ride away. Kahului airport is at a 31-minute driving distance, and Kamaole Beach III bus stop is 950 metres away from the property.

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8.2
Very good
21 Reviews

Kihei Condo W/ Resort Amenities: Walk To The Beach

From 375$

Kihei Condo With Resort Amenities Walk To The Beach apartment is a spacious accommodation set at the foot of Kihei Boat Ramp. An equipped kitchenette is also available, as well as a refrigerator, an oven, and kitchenware.

Area attractions include Redline Rafting, just 300 metres away, and Wailea Blue Course is 3.8 km from the venue. This property in Wailea is a 25-minute walk from the city centre. Kihei Condo With Resort Amenities Walk To The Beach apartment is the place to discover Delhi cuisine served by 808 Deli located nearby. Kamaole Beach Park III is within reach. Kahului airport is at a 34-minute driving distance, and Kamaole Beach III bus stop is 700 metres away from the venue.

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9.6
Excellent
5 Reviews

Wailea Elua Village On Ulua Beach

📍 3600 Wailea Alanui Drive 1002

From 1204$

Located in Wailea, spacious Wailea Elua Village On Ulua Beach is 30 km from Kahului airport. This beachfront accommodation comes with a fully furnished kitchen, which is equipped with a microwave, a refrigerator, and glassware.

Ulua Beach Park is 200 metres from the premises, while Kamaole Beach Park III is 2.6 km away. Mokapu Beach is in proximity and Wailea city centre is 5 minutes’ walk away. The café Surfing Monkey Hawaiian Shave Ice is about 650 metres away. Guests can easily reach The Shops at Wailea located nearby. The closest bus stop is Wailea Ike Dr, which is 450 metres away.

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Kamaole Sands 5-112

📍 2695 South Kihei Rd., Unit #5-112

From 527$

Kamaole Sands 5-112 Villa is situated a mere 0.8 km from Kihei Boat Ramp in Wailea and offers accommodation with a fully equipped kitchen. This venue has 2 bedrooms and 2 bathrooms.

The property is 3 km from the centre of Wailea and in vicinity of Kamaole Beach Park III. Ulua Beach Park is nearly 25 minutes’ walk away. Guest can enjoy American cuisine at 808 Deli, located 650 metres away. You can get to Hope Chapel in a few minutes by car. Kamaole Sands 5-112 Villa offers an accommodation within 34 minutes by car from Kahului airport.

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Wailea Elua, #0807

📍 3600 Wailea Alanui Drive One Bedroom / Two Bath Garden View Condominium

From 478$

The beachfront Wailea Elua, #0807 Condo is set within a 17-minute walk of Wailea Beach. The accommodation consists of a fully-fitted kitchen, 2 bedrooms and is situated near Makena State Park.

The apartment lies 5 minutes' on foot from the city centre of Wailea. Keawakapu Beach can be reached in 10 minutes' drives, while Kahului airport is 30 km away. You can get to Lava Fields in a couple of minutes by car. Wailea Ike Dr bus stop is around 450 metres away.

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9
Excellent
3 Reviews

Hale Hui Kai 313, Direct Ocean Front, Split Ac

📍 2994 S Kihei Rd

From 963$

Hale Hui Kai 313, Direct Ocean Front, Split Ac Villa offers a beachfront accommodation just about a 10-minute ride from Lava Fields. The beachfront venue has 2 bedrooms and 2 bathrooms.

Located in Keawakapu Beach district of Wailea, it is a 35-minute drive from Kahului airport. The property is 2.8 km from the neighborhood Charley Young Beach. It takes 20 minutes on foot to reach Wailea city centre. Hale Hui Kai 313, Direct Ocean Front, Split Ac Villa is set in the vicinity of Redline Rafting.

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