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Holiday Rentals in Wailea

Find the holiday rentals that appeal to you the most

The best holiday rentals in Wailea

Check out our pick of great holiday rentals in Wailea

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Aston Maui Hill

Hotel in Wailea

Featuring spacious suites with fully-equipped kitchens, this Kihei resort is 6 minutes' walk from Kamaole Beach Park III. The resort features a heated outdoor pool and hot tub.

S
Soo Kyung
From
United States
We got an upgrade which we really appreciate. The place was large we thoroughly enjoyed and had everything we need from a kitchen towel to laundry detergent! It was near beach so we walked there. The place was a bit dated, but it really didn’t bother us because it was well maintained.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 452 reviews
Price from
US$289
1 night, 2 adults

Aston at the Maui Banyan

Hotel in Wailea

Located directly across the road from Kamaole Beach Park II and 22.5 km from Kahului Airport, the Aston at the Maui Banyan features outdoor swimming pool.

W
WILLIAM
From
United States
Our particular room was awesome, with a great patio and ocean view! We loved that it had 2 full bathrooms, and the kitchen was well stocked with all we needed! This property is within walking distance of lovely beaches, restaurants, stores, and other amenities, which we loved. The property is very well maintained and beautiful, and the staff there was most helpful and kind.
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 350 reviews
Price from
US$208
1 night, 2 adults

Mana Kai 710A

Wailea

Located 4.8 km from Wailea Emerald Course, 29 km from Iao Valley State Park and 44 km from Lahaina Boat Harbor, Mana Kai 710A offers accommodation situated in Wailea.

L
Lee
From
United Kingdom
Location is fantastic View from room breathtaking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 10 reviews
Price from
US$266
1 night, 2 adults

Mana Kai 611C

Wailea

Set in Wailea, just 300 metres from Keawakapu Beach, Mana Kai 611C offers beachfront accommodation with an outdoor swimming pool, a terrace, a bar and free WiFi.

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 7 reviews
Price from
US$359.95
1 night, 2 adults

Nona Lani Cottages

Kihei (Near Wailea)

Located in Kihei and only 80 metres from Mai Poina Beach, Nona Lani Cottages provides accommodation with sea views, free WiFi and free private parking.

B
Bob
From
Canada
We loved the warmth of this Family Run Motel and Cottages. The grounds were well maintained and the location right across from the beach and ocean was fabulous! Also the location for easy drives to shopping, restaurants and other sites was great! The beach here is beautiful enabling lengthy walks and swimming/sailboarding etc. Our room was comfortable and clean with a small fridge, coffee maker, hair dryer and bathroom shampoo, conditioner etc as well as shared use of a microwave right outside our door, Our porch was ground level enabling easy access to the grounds and quiet space. Great recommends for nearby restaurants and sight-seeing by the family were appreciated. Would loved to have stayed longer!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 103 reviews
Price from
US$203.81
1 night, 2 adults

Maui Tranquility II

Kihei (Near Wailea)

Situated in Kihei in the Hawaii region, Maui Tranquility II has a patio. Both free WiFi and parking on-site are available at the apartment free of charge.

G
Ginette
From
Canada
Our host Forest has been very helpful and patient upon our late arrival. The swimming pool was super clean and very refreshing. The ground was immaculate. The facility offered everything we needed for our stay.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 40 reviews
Price from
US$199
1 night, 2 adults

Perfect for families and couples - Maui Sunset A-203

Kihei (Near Wailea)

Located in Kihei, Perfect for families and couples - Maui Sunset A-203 offers a patio with sea and mountain views, as well as a year-round outdoor pool, hot tub and fitness centre.

C
Christian
From
Germany
We had a wonderful time in the apartment, which is well-decorated and equipped. The condo is well-maintained, has a big pool area and direct access to the beach. From the balcony of this second floor apartment, which is almost at the complete end of the building away from the beach, one can still view the ocean. Check-in and parking was uncomplicated. The apartment's location allows good access to the beaches of South Maui and other parts of the island. We came about two weeks after the devastating fire in Lahaina and were unsure whether we should come because of conflicting reports in the media. Our hosts were very helpful and open in their communication concerning the situation. Therefore, in the end, we decided to go to Maui. We went to many places on the island because they had reopened - except for West Maui where we passed through when we visited the northwestern shore - and many people thanked us for coming to the island as tourists because their incomes depend on it.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 17 reviews
Price from
US$350
1 night, 2 adults

Kihei Bay Surf 130- Garden View Studio, FREE PARKING

Kihei (Near Wailea)

Set 200 metres from Kalepolepo Beach, 12 km from Wailea Emerald Course and 21 km from Iao Valley State Park, Kihei Bay Surf 130- Garden View Studio, FREE PARKING offers accommodation situated in...

M
Michaela
From
Czech Republic
Everything was just perfect - location (you have nice beach just cross the road, close to shops, cafes..), cleanliness, condition of the furniture, good AC, comfortable bed, everything was just 10/10, even better than expected! You can also prepay late check-out (if they have availability) until 3 p.m. for 50$+tax.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 21 reviews
Price from
US$129.95
1 night, 2 adults

Maui Tranquility

Kihei (Near Wailea)

Boasting air-conditioned accommodation with a patio, Maui Tranquility is situated in Kihei. This apartment features a private pool, a garden, barbecue facilities, free WiFi and free private parking.

S
Sven
From
Belgium
Everything spotless and very well equipped, superkind host with clear instructions, perfectly located, a joy all around.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 40 reviews
Price from
US$229
1 night, 2 adults

Menehune Shores 309

Kihei (Near Wailea)

Located in Kihei, a few steps from Waipuilani Beach and 12 km from Wailea Emerald Course, Menehune Shores 309 offers free WiFi, ski-to-door access and air conditioning.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews
Price from
US$203.55
1 night, 2 adults
All holiday rentals in Wailea

Most booked holiday rentals in Wailea and surroundings in the past month

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Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 22 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 17 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 4 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 31 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 42 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 350 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 153 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 452 reviews

These holiday rentals in Wailea and nearby have options with free cancellation

Nona Lani Cottages

Kihei
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 103 reviews

Located in Kihei and only 80 metres from Mai Poina Beach, Nona Lani Cottages provides accommodation with sea views, free WiFi and free private parking.

From US$381.54 per night

Koa Resort 4I

Wailea
Free cancellation options available
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Located in Wailea, less than 1 km from Ulua Beach and 3 km from Wailea Emerald Course, Koa Resort 4I offers air conditioning.

Elua 2001

Wailea
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Boasting air-conditioned accommodation with a patio, Elua 2001 is situated in Wailea. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

Elua 406

Wailea
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Set in Wailea, less than 1 km from Ulua Beach and 2.8 km from Wailea Emerald Course, Elua 406 offers an outdoor swimming pool and air conditioning.

Elua 2011

Wailea
Free cancellation options available

Set in Wailea, less than 1 km from Ulua Beach and 2.7 km from Wailea Emerald Course, Elua 2011 offers pool with a view and air conditioning.

Grand Champions 108

Wailea
Free cancellation options available

Featuring an outdoor pool and sea views, Grand Champions 108 is set in Wailea. The air-conditioned accommodation is 1.6 km from Ulua Beach.

Grand Champions by KBM Resorts

Wailea
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

With garden views, Grand Champions by KBM Resorts is located in Wailea and has a restaurant, a lift, bar, garden, outdoor pool and children's playground.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Wailea, 1.6 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Grand Champions 124 · GC 124 3BD Wailea Condo wAC Pool Hot Tub offers air conditioning.

Holiday Rentals with swimming pools in Wailea and nearby

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 8 reviews

Boasting air-conditioned accommodation with a patio, BeachFront Kihei Kai Nani - Maui Vista Deluxe Condos is situated in Kihei.

From US$584 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 10 reviews

Situated about 200 metres from Kamaole Beach, Kihei Kai Nani 169 offers accommodation with an outdoor pool and free WiFi.

Scored out of 10, guest rating 7.2
Good - What previous guests thought, 5 reviews

Located in Kihei, 400 metres from Kamaole Beach, Convenient to downtown Kihei, across famous Charley Young Beach, 3 pool, tennis courts MV3407 provides accommodation with an outdoor swimming pool,...

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 9 reviews

Located in Kihei, 500 metres from Kamaole Beach and 7.1 km from Wailea Emerald Course, Maui Vista 1423 offers air conditioning. Featuring sea and mountain views, this apartment also offers free WiFi.

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 6 reviews

Set 500 metres from Kamaole Beach, Maui Vista 1121 offers accommodation in Kihei with access to an outdoor pool, free WiFi and a lift.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 7 reviews

Situated in Kihei, 500 metres from Kamaole Beach and 7.1 km from Wailea Emerald Course, Maui Vista 1422 offers air conditioning.

From US$721.48 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 11 reviews

Set 500 metres from Kamaole Beach, Maui Vista 1223 offers accommodation in Kihei with access to an outdoor pool, free WiFi and a lift.

Scored out of 10, guest rating 3.8
Poor - What previous guests thought, 4 reviews

Situated 500 metres from Kamaole Beach, Maui Vista 1114 features accommodation in Kihei with access to an outdoor pool, free WiFi and a lift.

Highly rated holiday rentals in Wailea and nearby

Hale Kai O'Kihei 109

Kihei
8.0+ review score
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 5 reviews

Located in Kihei, just 700 metres from Waipuilani Beach, Hale Kai O'Kihei 109 provides beachfront accommodation with ski-to-door access and free WiFi.

Hale Kai O'Kihei 120

Kihei
8.0+ review score
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 8 reviews

Offering sea views, Hale Kai O'Kihei 120 is an accommodation set in Kihei, 700 metres from Waipuilani Beach and 11 km from Wailea Emerald Course.

Maui Sunset B215

Kihei
8.0+ review score
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 10 reviews

Set in Kihei, 500 metres from Waipuilani Beach, Maui Sunset B215 offers accommodation with an outdoor swimming pool, free WiFi, a 24-hour front desk, and a lift.

Maui Tranquility

Kihei
8.0+ review score
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 40 reviews

Boasting air-conditioned accommodation with a patio, Maui Tranquility is situated in Kihei. This apartment features a private pool, a garden, barbecue facilities, free WiFi and free private parking.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 21 reviews

Set 200 metres from Kalepolepo Beach, 12 km from Wailea Emerald Course and 21 km from Iao Valley State Park, Kihei Bay Surf 130- Garden View Studio, FREE PARKING offers accommodation situated in Kihei...

From US$580.25 per night

Kihei Bay Surf 233

Kihei
8.0+ review score
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 19 reviews

Set about 200 metres from Kalepolepo Beach, Kihei Bay Surf 233 offers accommodation with an outdoor pool and free WiFi.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 40 reviews

Featuring air-conditioned accommodation with a balcony, Wailea Grand Champions 87 is set in Wailea. With mountain views, this accommodation offers a patio.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 33 reviews

Tiki Tiki - Gorgeous Boho Beach Hideaway!, a property with a terrace, is located in Wailea, 2.2 km from Wailea Emerald Course, 31 km from Iao Valley State Park, as well as 46 km from Lahaina Boat...

Enjoy breakfast in Wailea and nearby

Grand Champions 8

Wailea
Breakfast options
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Located in Wailea, 1.5 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Grand Champions 8 offers air conditioning.

Grand Champions 101

Wailea
Breakfast options
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 3 reviews

Set in Wailea, 1.6 km from Ulua Beach and 2.3 km from Wailea Emerald Course, Grand Champions 101 offers air conditioning.

WAILEA GRAND CHAMPION, #142 condo is a property with a heated pool, situated in Wailea, within just 1.7 km of Wailea Beach and 1.9 km of Mokapu Beach.

Featuring an outdoor pool and a hot tub, WAILEA GRAND CHAMPION, #148 condo is located in Wailea, 2.3 km from Wailea Emerald Course and 31 km from Iao Valley State Park.

Set in Wailea in the Hawaii region, with Wailea Blue Course nearby, Grand Champions 32 condo provides accommodation with access to a fitness room.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 21 reviews

Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway!, a property with a terrace and barbecue facilities, is set in Wailea, 31 km from Iao Valley State Park, 44 km from Lahaina Boat Harbor, as well...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a pool with a view, Cool & Quiet Wailea Oasis, Big Lanai + Two Pools is located in Wailea.

Featuring air-conditioned accommodation with a heated pool, WAILEA ELUA, #0802 condo is located in Wailea. This beachfront property offers access to free WiFi and free private parking.

FAQ about holiday rentals in Wailea

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