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

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

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

  • 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.

  • Koa Resort 4I

    Wailea
    Free cancellation options available
    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
    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 10.0
    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
    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 10.0
    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.

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, 41 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 8.2
    Very good - What previous guests thought, 12 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$685.53 per night
  • Maui Vista 1121

    Kihei
    8.0+ review score
    Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 7 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.

    From US$591.75 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 1411

    Kihei
    8.0+ review score
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 14 reviews

    Situated in Kihei, 500 metres from Kamaole Beach, Maui Vista 1411 features accommodation with a spa and wellness centre, free WiFi, a 24-hour front desk, and a lift.

    From US$679.78 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 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.

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

    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.

  • 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
    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 9.4
    Superb - What previous guests thought, 32 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...

FAQ about holiday rentals in Wailea

Holiday rentals that guests love in Wailea

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  • Avg. price/night: US$3,466.84
    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