The 10 best holiday rentals in Wailea, USA | Booking.com
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Holiday Rentals in Wailea

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The best holiday rentals in Wailea

Check out our pick of great holiday rentals in Wailea

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Aston Maui Hill

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.

I
Ilenia
From
Italy
Everything was perfect! We were two couples and the apartment we were given was fabulous. A nice living room and an adequate kitchen for some delicious meals.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 447 reviews
Price from
US$256
1 night, 2 adults
Check availability

Aston at the Maui Banyan

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 8.1
Very good - What previous guests thought, 364 reviews
Price from
US$208
1 night, 2 adults
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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$297.05
1 night, 2 adults
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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$395.60
1 night, 2 adults
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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.

G
Gerd
From
Australia
Very clean and well maintained, lovely landscaped gardens, very friendly and welcoming family business.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 103 reviews
Price from
US$203.81
1 night, 2 adults
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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
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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, 18 reviews
Price from
US$350
1 night, 2 adults
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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 9.0
Superb - What previous guests thought, 20 reviews
Price from
US$141.45
1 night, 2 adults
Check availability

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.

C
Clinton
From
Australia
Awesome place that felt like a home away from home
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 40 reviews
Price from
US$229
1 night, 2 adults
Check availability

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$223.10
1 night, 2 adults
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All holiday rentals in Wailea

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

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Highly rated holiday rentals in Wailea and nearby

  • Maui Tranquility II

    Kihei
    8.0+ review score
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 40 reviews

    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.

    From US$393.29 per night

  • Kihei Kai Nani 169

    Kihei
    8.0+ review score
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 12 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.

    From US$681.22 per night

  • Maui Vista 3101

    Kihei
    8.0+ review score
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 17 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 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 302

    Kihei
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 25 reviews

    Located in Kihei, just 700 metres from Waipuilani Beach, Hale Kai O'Kihei 302 provides beachfront accommodation with ski-to-door access and free WiFi.

    From US$632.01 per night
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 18 reviews

    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.

    From US$547.46 per night

  • Maui Sunset B215

    Kihei
    8.0+ review score
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 9 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.

    From US$689.55 per night

Enjoy breakfast in Wailea and nearby

  • Koa Resort 4I

    Wailea
    Breakfast options
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 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
    Breakfast options
    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
    Breakfast options
    Scored out of 10, guest rating 10.0
    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
    Breakfast options

    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
    Breakfast options

    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.

  • Scored out of 10, guest rating 10.0
    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 10.0
    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
    Breakfast options
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 3 reviews

    Featuring an outdoor pool and sea views, Grand Champions 8 is located in Wailea. The air-conditioned accommodation is 1.5 km from Ulua Beach.

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

  • Wailea Grand Champions

    Wailea
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 41 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
    Free cancellation options available
    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

    Wailea
    Free cancellation options available

    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.

  • WAILEA GRAND CHAMPION, #148 condo

    Wailea
    Free cancellation options available

    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.

  • Grand Champions 32 condo

    Wailea
    Free cancellation options available

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

  • Tiki Tiki - Gorgeous Boho Beach Hideaway!

    Wailea
    Free cancellation options available
    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 10.0
    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

Holiday rentals that guests love in Wailea

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  • The Villas at Fairmont Kea Lani

    Holiday Rental in Wailea
    Avg. price/night: US$3,573.01
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2 reviews
    The villa is amazing! It came with a lot of extra perks like a welcome basket, golf cart service to take you around the property and a car to drive you to the store or drop you for dinner. I would recommend this property to all.
    Guest review by
    gina
    Family with young children

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