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

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126 Hale Kamaole

Wailea

Set in Wailea, 400 metres from Kamaole Beach and 5.4 km from Wailea Emerald Course, 126 Hale Kamaole offers an indoor pool and air conditioning.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 10 reviews
Price from
US$317
1 night, 2 adults

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, 445 reviews
Price from
US$256
1 night, 2 adults

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, 368 reviews
Price from
US$208
1 night, 2 adults

**Newly Remodeled** Steps to Kamaole 3 Beach!

Wailea

Offering an indoor pool and sea view, **Newly Remodeled** Steps to Kamaole 3 Beach! is located in Wailea, 700 metres from Kamaole Beach and 5.3 km from Wailea Emerald Course.

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 5 reviews
Price from
US$493
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$303.26
1 night, 2 adults

4-309 Kamaole Sands**Newly Remodeled** Steps to Kamaole 3 Beach!

Wailea

Offering sea views, 4-309 Kamaole Sands**Newly Remodeled** Steps to Kamaole 3 Beach! is an accommodation set in Wailea, 200 metres from Kamaole Beach and 5.5 km from Wailea Emerald Course.

L
LESLE
From
United States
Condo smells like cigarette smoke. I wanted a hot shower after a long day of being a volunteer during a disaster and the water was warm at best. Bed was super hard for me and I couldn't get comfortable.
Scored out of 10, guest rating 5.9
Passable - What previous guests thought, 9 reviews
Price from
US$348
1 night, 2 adults

Hale Kamaole

Wailea

Situated in Wailea, 500 metres from Kamaole Beach and 5.5 km from Wailea Emerald Course, Hale Kamaole offers an indoor pool and air conditioning.

D
D
From
United States
You get your moneys worth. The comfort and luxury kitchen bathrooms washer and dryer all up to date very modern and tech savy . The owners really went above and beyond this is your “dream home away from home”. Both couches were pullout beds which I thought was very convenient. The deck/lanai looks right out to the pool which is like 100ft away. The microfiber pool towels provided were an excellent touch as the dried quick in the sun and in the dryer . It’s the little details for me that made this stay immaculate !!
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews
Price from
US$530
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, 8 reviews
Price from
US$407.10
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 9.3
Superb - What previous guests thought, 104 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
All 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$681.22 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