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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, 454 reviews
Price from
US$231.20
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.

A
Anna
From
Australia
My husband and I had a great king size room. The beach was a 2 minute walk from our room. Great location.
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 353 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$261.86
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$358.80
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.

S
STEPHEN
From
United States
Great location, with a comfortable place to stay! Definitely, worth the value.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 102 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, 41 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$136.85
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.

L
Luiz Carlos
From
Brazil
excellent stay good location, very clean, very well decorated We felt like we were in our own home. Betsy is an excellent hostess. The place has everything you need for a great vacation, including 2 great beach chairs and a beach umbrella. One One of the best places we've ever stayed. I definitely recommend it.
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$215.05
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 9.4
Superb - What previous guests thought, 19 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 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 24 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 4 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 9.4
Superb - What previous guests thought, 41 reviews

Popular with guests booking holiday rentals in Wailea

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 352 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, 453 reviews

Highly rated holiday rentals in Wailea and nearby

Kihei Kai Nani 169

Kihei
8.0+ review score
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 11 reviews

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

Pacific Shores A406

Kihei
8.0+ review score
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 13 reviews

Set in Kihei, 500 metres from Kamaole Beach, Pacific Shores A406 offers accommodation with an outdoor swimming pool, free WiFi, a 24-hour front desk, and a lift.

Maui Vista 1121

Kihei
8.0+ review score
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.

Maui Vista 3101

Kihei
8.0+ review score
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 16 reviews

Located about 500 metres from Kamaole Beach, Maui Vista 3101 offers accommodation with an outdoor pool and free WiFi.

From US$578.81 per night

Maui Vista 1422

Kihei
8.0+ review score
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

Maui Vista 1223

Kihei
8.0+ review score
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.

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.

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 7.5
Good - What previous guests thought, 4 reviews

Located 500 metres from Kamaole Beach, Pacific Shores B306 provides accommodation in Kihei with access to an outdoor pool, free WiFi and a lift.

From US$681.22 per night
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 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.

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 10 reviews

Situated 500 metres from Kamaole Beach, Maui Vista 3205 features accommodation in Kihei with access to an outdoor pool, free WiFi and a lift.

Scored out of 10, guest rating 7.3
Good - What previous guests thought, 10 reviews

Located 500 metres from Kamaole Beach, Maui Vista 2207 provides accommodation in Kihei with access to an outdoor pool, free WiFi and a lift.

From US$580.25 per night
Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 6 reviews

Located in Kihei, just 700 metres from Waipuilani Beach, Hale Kai O'Kihei 309 provides beachfront accommodation with ski-to-door access and free WiFi.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 46 reviews

100 metres from Waipuilani Beach in Kihei, Kauhale Makai Condo on the Beach features accommodation with access to a hot tub, spa centre and steam room.

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

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.

Grand Champions 8

Wailea
Free cancellation options available
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.

Enjoy breakfast in Wailea and nearby

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

Set in Wailea, 1.5 km from Ulua Beach and 2.2 km from Wailea Emerald Course, Wailea Grand Champions offers a restaurant and sea views. With mountain views, this accommodation provides a balcony.

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 9.5
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...

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.

FAQ about holiday rentals in Wailea