The 10 best vacation homes in Wailea, US | Booking.com
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Vacation Homes in Wailea

Find the vacation homes that appeal to you the most

The best vacation homes in Wailea

Check out our selection of great vacation homes in Wailea

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Hale Kamaole

Wailea

Hale Kamaole is located in Wailea, just 3.4 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park. The air-conditioned accommodation is a 5-minute walk from Kamaole Beach.

M
Muzibur
From
United States
Very clean, close to beach and restaurants
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews
Price from
$151
1 night, 2 adults

Hale Kai O'Kihei 305

Kihei (Near Wailea)

6.6 miles from Wailea Emerald Course in Kihei, Hale Kai O'Kihei 305 features accommodations with access to a spa center. The air-conditioned accommodation is a 7-minute walk from Waipuilani Beach.

J
Jason
From
United States
We never received any breakfast?? View from the location was beautiful
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 7 reviews
Price from
$253
1 night, 2 adults

Maui Vista 1411

Kihei (Near Wailea)

4.4 miles from Wailea Emerald Course in Kihei, Maui Vista 1411 offers accommodations with access to a spa center. The air-conditioned accommodation is a 5-minute walk from Kamaole Beach.

T
Terry
From
United States
Very comfortable beds. Nice to have extras in the room for the beach etc. great location
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 13 reviews
Price from
$190.90
1 night, 2 adults

Hale Kai O'Kihei 120

Kihei (Near Wailea)

1.3 miles from Kalepolepo Beach in Kihei, Hale Kai O'Kihei 120 provides accommodations with access to a spa center. The air-conditioned accommodation is a 7-minute walk from Waipuilani Beach.

M
Milica
From
United States
I was expecting a rural area of town with just a couple of minutes walk to the beach. What I didnt expect is beach right at my doorstep. Every morning I would have my coffee and run to the ocean for a quick dive and after that I would make myself breakfast in the kitchen with best view possible. Since its a self check in, I didnt get a chance to meet with the employers from the frontdesk but on a brief conversation that we had over the phone they are really nice and happy to help with anything. The room we greeted was spotless, with full stack kitchen, extra towels for shower ( plus beach towels! ), equipped with everything you possibly need: beach chairs, sun umbrellas, brooms, iron, even laundry baskets with capsules and laundry room in the building! A fan in the living room and in the bedroom can be speed modified which was a bonus. I could not recommend this place more, its definition is a 1000/10.
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 9 reviews
Price from
$150.65
1 night, 2 adults

Perch - Kihei Bay Vista

Kihei (Near Wailea)

A few steps from Kalepolepo Beach in Kihei, Perch - Kihei Bay Vista provides accommodations with access to a hot tub. This beachfront property offers access to free Wifi.

G
Gordon
From
United States
Location had great access to the beach and whale center. Very nice private pool and hot tub. We really appreciated the beach towels, sand chairs, snorkel equipment, beach umbrella, 24 qt cooler with freeze packs.
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 5 reviews
Price from
$172.50
1 night, 2 adults

Hale Kai O'Kihei 118

Kihei (Near Wailea)

A 7-minute walk from Waipuilani Beach in Kihei, Hale Kai O'Kihei 118 features accommodations with access to a spa center. This beachfront property offers access to a balcony and free Wifi.

S
Shadlen
From
United States
The location was great and the view was amazing!
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 5 reviews
Price from
$123.05
1 night, 2 adults

Suite Maui Paradise Condo

Wailuku (Near Wailea)

Featuring an outdoor swimming pool, Suite Maui Paradise Condo offers accommodations in Wailuku. This beachfront property offers access to a terrace and free private parking.

Scored out of 10, guest rating 7.1
Good - What previous guests thought, 8 reviews
Price from
$113.85
1 night, 2 adults

Kihei Akahi Resort - Unit C505

Wailea

Kihei Akahi Resort - Unit C505 offers accommodations in Wailea, 3.7 miles from Wailea Emerald Course and 17 miles from Iao Valley State Park.

L
Lisa
From
United States
The condo was the first place that it felt like a home away from home. The location was perfectly located on the fifth floor, balcony was facing the ocean so was an absolute dream to sit and watch the sunset with a glass of wine every night of our stay. Staff is always great, the amenities, particularly the pickleball court on site, says it all. We thank you for opening your lovely condo with us, we will be back, if welcome.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews

Tropical Paradise 1-bed 2-bath Oasis At The Pool

Wailea

A 4-minute walk from Kamaole Beach in Wailea, Tropical Paradise 1-bed 2-bath Oasis At The Pool provides accommodations with access to a hot tub.

A
Adam
From
United States
Awesome and conveniently located condo to stay at while we were in Maui. Short walk to the beach and right by the pool. Clean condo with everything you could need provided. Thanks so much. Would definitely come back.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 8 reviews

Kihei Akahi D113

Wailea

Providing massage services, Kihei Akahi D113 features accommodations in Wailea. This property offers access to a balcony, free private parking, and free Wifi.

W
Will
From
United States
The unit was well appointed and had a lot of items for beach days which helped with not having to rent anything. The unit was clean and had lots of space for a small family of 3-4.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 5 reviews
All vacation homes in Wailea

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Wailea and surrounding area in the past month

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Enjoy breakfast in Wailea and nearby

  • Featuring massage services, Grand Champions Golf Villas 150 features accommodations in Wailea. The air-conditioned accommodation is 1.1 miles from Ulua Beach.

  • Koa Resort 4I

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

    Koa Resort 4I is located in Wailea, just 1.9 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park.

  • Wailea Elua Village 702 offers accommodations in Wailea, 1.6 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park.

  • Grand Champions 32

    Wailea
    Breakfast options

    Grand Champions 32 offers accommodations in Wailea, 1.4 miles from Wailea Emerald Course and 20 miles from Iao Valley State Park.

  • Elua 2001

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

    Just a 10-minute walk from Ulua Beach and 0.6 miles from Wailea Beach, Elua 2001 features accommodations in Wailea with massage services.

  • Elua 406

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

    Providing massage services, Elua 406 provides accommodations in Wailea. This beachfront property offers access to a patio and free Wifi.

  • Elua 2011

    Wailea
    Breakfast options

    A 10-minute walk from Ulua Beach in Wailea, Elua 2011 offers accommodations with access to a fitness room. This beachfront property offers access to a balcony, free private parking, and free Wifi.

  • Offering massage services, Grand Champions Golf Villas 118 offers accommodations in Wailea. The air-conditioned accommodation is a 18-minute walk from Ulua Beach.

Great access to the city center. Check these vacation homes in Wailea and nearby

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 1 review

    Grand Champions Golf Villas 153 is located in Wailea, just 19 miles from Iao Valley State Park and 27 miles from Lahaina Boat Harbor.

  • Elua 2301

    Wailea
    Central location

    Elua 2301 offers accommodations in Wailea, 1.8 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park.

  • Grand Champions 105 is located in Wailea, just a 18-minute walk from Ulua Beach and 1.4 miles from Wailea Emerald Course. This property offers access to a balcony, free private parking, and free Wifi.

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Featuring massage services, Grand Champions 174 features accommodations in Wailea.

  • Grand Champions 163 is located in Wailea, just 1.4 miles from Wailea Emerald Course and 20 miles from Iao Valley State Park.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Grand Champions 124 is located in Wailea, just 1.4 miles from Wailea Emerald Course and 20 miles from Iao Valley State Park.

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 5 reviews

    Grand Champions 179 is located in Wailea, just 1.4 miles from Wailea Emerald Course and 20 miles from Iao Valley State Park.

  • A 13-minute walk from Ulua Beach in Wailea, Panoramic Ocean Views! Remodeledredecorated!

Save money on vacation homes in Wailea and nearby – budget options available

  • Grand Champions 8

    Wailea
    Budget options available
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 3 reviews

    Grand Champions 8 offers accommodations in Wailea, a 18-minute walk from Ulua Beach and 1.4 miles from Wailea Emerald Course. With sea views, this accommodation offers a swimming pool.

  • Grand Champions 101

    Wailea
    Budget options available
    Scored out of 10, guest rating 7.3
    Good - What previous guests thought, 3 reviews

    Grand Champions 101 is located in Wailea, just 1.4 miles from Wailea Emerald Course and 20 miles from Iao Valley State Park. The air-conditioned accommodation is a 18-minute walk from Ulua Beach.

  • Grand Champions 160

    Wailea
    Budget options available

    Offering massage services, Grand Champions 160 offers accommodations in Wailea.

  • Grand Champions Villas #184

    Wailea
    Budget options available
    Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 1 review

    Providing massage services, Grand Champions Villas #184 offers accommodations in Wailea. This property offers access to a balcony, free private parking, and free Wifi.

  • Grand Champions 106

    Wailea
    Budget options available

    Featuring massage services, Grand Champions 106 features accommodations in Wailea. The air-conditioned accommodation is a 18-minute walk from Ulua Beach.

  • Elua 502

    Wailea
    Budget options available

    Providing massage services, Elua 502 provides accommodations in Wailea. The air-conditioned accommodation is a 13-minute walk from Ulua Beach.

  • Grand Champions Golf Villas 94

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

    Offering massage services, Grand Champions Golf Villas 94 provides accommodations in Wailea. The air-conditioned accommodation is a 18-minute walk from Ulua Beach.

  • Grand Champions 55

    Wailea
    Budget options available

    Grand Champions 55 is located in Wailea, just 1.4 miles from Wailea Emerald Course and 20 miles from Iao Valley State Park.

FAQ about vacation homes in Wailea

Vacation Homes That Guests Love in Wailea

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  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 31 reviews
    Fantastic views, close to beautiful beaches. Nice walk nearby. Spotted a few turtles too.The sunset from the property was amazing! Very friendly host and onsite staff. Property was very clean and well equipped. We were a family of 4 with young kids but this place is also perfect for a group of friends and couples. Highly recommend this place.
    Guest review by
    PARVATHA
    Family with young children
  • Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 5 reviews
    Location was convenient and nice. I wish we could’ve checked in earlier in the day to enjoy the space. Easy combination entry and the A/C was on when we arrived. Very clean and well stocked with towels, pillows and linens.
    Guest review by
    SARAH
    Solo traveler
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