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

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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.

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 8.5
Very good - What previous guests thought, 454 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 8.2
Very good - What previous guests thought, 360 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$291.87
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$381.80
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, 102 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, 41 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
Manuel
From
Switzerland
The apartment has a great price-performance ratio. The location is very nice and the apartment is very well equipped. Everything you can imagine is available. We will definitely remember this accommodation.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 20 reviews
Price from
US$140.30
1 night, 2 adults
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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
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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$216.20
1 night, 2 adults
Check availability
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

  • 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.

    From US$554.07 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 1422

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

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

  • 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.

    From US$565.87 per night

  • 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.

    From US$591.75 per night

  • 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.

  • Kauhale Makai 335

    Kihei
    8.0+ review score
    Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 7 reviews

    Situated in Kihei, Kauhale Makai 335 features accommodation with free WiFi, sea views, and access to a sauna. Boasting a lift, this property also provides guests with an outdoor pool.

    From US$694.45 per night

  • Menehune Shores 309

    Kihei
    8.0+ review score
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 7 reviews

    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.

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

  • Maui Diver's Dream at Kihei Bay Surf

    Kihei
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 42 reviews

    Boasting air-conditioned accommodation with a private pool, mountain view and a balcony, Maui Diver's Dream at Kihei Bay Surf is set in Kihei.

  • 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.

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, 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...

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$3,631.99
    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