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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South Maui 1 BR Guest Suite - Kamaole Beach Area

Wailea

Offering garden views, South Maui 1 BR Guest Suite - Kamaole Beach Area is an accommodation situated in Wailea, 5.2 km from Wailea Emerald Course and 27 km from Iao Valley State Park.

S
Sarah
From
Australia
Scott’s property was perfectly clean, in a wonderful location. He was extremely helpful and gave us some great tips for our trip. His communication was great. We would definitely recommend this property and were extremely happy with it.
Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 7 reviews
Price from
£376.09
1 night, 2 adults
Check availability

Wailea Sunset Condo - Ekolu #607

Wailea

Situated in Wailea, 1.9 km from Wailea Beach and 1.5 km from Wailea Emerald Course, Wailea Sunset Condo - Ekolu #607 offers a garden and air conditioning.

R
Robert
From
United Kingdom
The property is perfectly situated for the most amazing sunsets. The owners have clearly put a lot of thought into providing absolutely everything you'd need to enjoy a self-catering holiday.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews
Price from
£426.17
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.

W
WILLIAM
From
United States
Our particular room was awesome, with a great patio and ocean view! We loved that it had 2 full bathrooms, and the kitchen was well stocked with all we needed! This property is within walking distance of lovely beaches, restaurants, stores, and other amenities, which we loved. The property is very well maintained and beautiful, and the staff there was most helpful and kind.
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 394 reviews
Price from
£327.60
1 night, 2 adults
Check availability

**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
£345.20
1 night, 2 adults
Check availability

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
£525.91
1 night, 2 adults
Check availability

Maui What a Wonderful World Bed & Breakfast

Wailea

Boasting a patio with garden views, a garden and barbecue facilities, Maui What a Wonderful World Bed & Breakfast can be found in Wailea, close to Kamaole Beach and 5.2 km from Wailea Emerald Course.

F
Federica
From
Italy
Very nice place. A wonderful experience!! Eva is adorable and available.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 67 reviews
Price from
£209.87
1 night, 2 adults
Check availability

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
£338.50
1 night, 2 adults
Check availability

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, 9 reviews
Price from
£685.36
1 night, 2 adults
Check availability

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, 106 reviews
Price from
£278.36
1 night, 2 adults
Check availability

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
£291.10
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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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 9.5
    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.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    With garden views, KBM Resorts FREE CAR Grand Champions Upgraded 3-Bedroom with Wraparound Large Lanai GCH-134 is located in Wailea and has a restaurant, a lift, bar, garden, outdoor pool and...

  • Grand Champions 124

    Wailea
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Set in Wailea and only 1.6 km from Ulua Beach, Grand Champions 124 offers accommodation with mountain views, free WiFi and free private parking.

  • Grand Champions 8

    Wailea
    Free cancellation options available
    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.

Enjoy breakfast in Wailea and nearby

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 44 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, 30 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

    Featuring a patio with garden views, an outdoor swimming pool and a terrace, Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway!

  • Featuring air-conditioned accommodation with a pool with a view, Cool & Quiet Wailea Oasis, Big Lanai + Two Pools is located in Wailea.

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.

  • Kihei Kai Nani 169

    Kihei
    8.0+ review score
    Scored out of 10, guest rating 8.4
    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, 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, 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.

  • Maui Vista 3101

    Kihei
    8.0+ review score
    Scored out of 10, guest rating 8.1
    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.

  • 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, 12 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 8.6
    Fabulous - What previous guests thought, 26 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.

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: £2,216.80
    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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