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The 10 Best Vacation Homes in Wailea, USA

Check out our selection of great vacation homes in Wailea

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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The holiday home comes with 1 bedroom, 1 bathroom, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a balcony with sea views. The property has an outdoor dining area.

The unit was everything we hoped for and we can’t wait to go back. The property is just stunning—beautiful lawn, great pool and beach access, amazing views, and wonderful snorkeling…and all within a short drive to fun spots in Kihei and Wailea. I honestly wouldn’t have changed a thing.

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9.6
Exceptional
9 reviews
Price from
$350
per night

Set in Wailea, 400 metres from Kamaole Beach and less than 1 km from Keawakapu Beach, 126 Hale Kamaole offers air conditioning. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is situated 1.4 km from Mokapu Beach.

nice place comfy remodelled unit convenient location easy to gain entrance no host keypad

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9
Wonderful
10 reviews
Price from
$128
per night

Featuring a garden and panoramic ocean views, Wailea Ekolu #607 is a holiday home situated in Wailea in the Maui Region. this unit is a short walking distance from beaches such as Wailea Beach, Ulua Beach Park and Mokapu Beach Park. Free private parking is available on site.

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.

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9.2
Wonderful
11 reviews
Price from
$400
per night

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 1.4 km from Keawakapu Beach. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is situated 1.7 km from Mokapu Beach.

Nice interior and comfortable.

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8.1
Very Good
7 reviews
Price from
$128
per night

Set within 1.5 km of Ulua Beach and 1.7 km of Wailea Beach, Wailea Grand Champions offers rooms with air conditioning and a private bathroom in Wailea. The property features mountain views and is 1.9 km from Mokapu Beach and 2.2 km from Wailea Emerald Course. When staying at the holiday home, guests can use private entrance.

10 min walk from grocery store, 20 min walk from the beach. Very quiet area. There was a shared pool and BBQ grills in the inner yard. A lot of kitchen gadgets. Parking included.

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8.4
Very Good
56 reviews
Price from
$402
per night

Haleakala Shores A305 is located in Wailea, 1.3 km from Keawakapu Beach, 1.7 km from Mokapu Beach, as well as 5.5 km from Wailea Emerald Course. It is set a few steps from Kamaole Beach and provides a lift. Iao Valley State Park is 28 km from the holiday home and Lahaina Boat Harbor is 43 km away.

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Price from
$184.44
per night

Featuring air-conditioned accommodation with a private pool, mountain view and a patio, Maui Paradise Townhouse is set in Wailea. The property features garden views and is 1.7 km from Ulua Beach and 2 km from Wailea Beach. There is a sun terrace and guests can make use of free WiFi and free private parking.

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Price from
$495
per night

Situated in Wailea, 1.5 km from Keawakapu Beach and 1.6 km from Mokapu Beach, Wailea Ekahi 24B offers air conditioning. The property is located 1.8 km from Ulua Beach, 3.4 km from Wailea Emerald Course and 31 km from Iao Valley State Park. Wailea Gold Course is 3.4 km away and Makena North Course is 6.2 km from the holiday home.

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Price from
$230.84
per night

The spacious holiday home is fitted with 1 bedroom, 2 bathrooms, bed linen, towels, a TV with cable channels, a dining area, a fully equipped kitchen, and a balcony with garden views. The property has an outdoor dining area.

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Price from
$193.70
per night

Boasting air-conditioned accommodation with a balcony, Wailea Elua Village 1002 is set in Wailea. Guests may go for a swim in the private pool. Offering free WiFi throughout the property, the non-smoking holiday home features a hot tub.

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Price from
$1,150
per night

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.
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Most booked vacation homes in Wailea this month

Enjoy breakfast in Wailea!

  • The Villas at Fairmont Kea Lani
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 3 reviews

    The Villas at Fairmont Kea Lani provides beachfront accommodations in Wailea.

  • Enjoy Your Oceanside Dream at Kihei Surfside
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 9 reviews

    Offering a garden and a terrace, Enjoy Your Oceanside Dream at Kihei Surfside in Wailea is close to Keawakapu Beach and Mokapu Beach. This beachfront property offers access to a balcony and free Wifi.

  • Wailea Ekolu #607
    Breakfast options
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 11 reviews

    Featuring a garden and panoramic ocean views, Wailea Ekolu #607 is a holiday home located in Wailea in the Maui Region. this unit is a short walking distance from beaches such as Wailea Beach, Ulua...

    Great comm from host. Lovely condo with lovely views.

  • Wailea Grand Champions
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 56 reviews

    Wailea Grand Champions offers air-conditioned rooms in Wailea. There's a private entrance at the vacation home for the convenience of those who stay.

    Gute Lage alles sauber, Küche sehr gut ausgestattet

  • Haleakala Shores A305

    Haleakala Shores A305 is located in Wailea, just 3.4 miles from Wailea Emerald Course and 17 miles from Iao Valley State Park.

  • Maui Paradise Townhouse

    Maui Paradise Townhouse is located in Wailea, just 1.3 miles from Wailea Beach and 1.3 miles from Mokapu Beach. The air-conditioned accommodation is 1.1 miles from Ulua Beach.

  • Wailea Ekahi 24B
    Breakfast options

    Wailea Ekahi 24B offers accommodations in Wailea, a 18-minute walk from Mokapu Beach and 1.1 miles from Ulua Beach. The air-conditioned accommodation is a 18-minute walk from Keawakapu Beach.

  • Kamaole Sands 7307
    Breakfast options

    Kamaole Sands 7307 is located in Wailea, just a 16-minute walk from Keawakapu Beach and 1.1 miles from Mokapu Beach.

Save money on vacation homes in Wailea – budget options available!

  • Wailea Elua Village 1002
    Budget options available

    Just a 15-minute walk from Wailea Beach and 0.8 miles from Ulua Beach, Wailea Elua Village 1002 features accommodations in Wailea with a fitness center.

  • Kamaole Sands 4413
    Budget options available

    Kamaole Sands 4413 is located in Wailea, just 3.4 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park.

  • Haleakala Shores A410
    Budget options available

    Haleakala Shores A410 is located in Wailea, just 3.4 miles from Wailea Emerald Course and 17 miles from Iao Valley State Park.

  • Maui Parkshore 213
    Budget options available

    Maui Parkshore 213 offers accommodations in Wailea, a 15-minute walk from Keawakapu Beach and one mile from Mokapu Beach. The air-conditioned accommodation is a 1-minute walk from Kamaole Beach.

  • Mana Kai 501
    Budget options available

    Mana Kai 501 is located in Wailea, just a 9-minute walk from Mokapu Beach and 0.6 miles from Kamaole Beach. The air-conditioned accommodation is a 3-minute walk from Keawakapu Beach.

  • Maui Parkshore 305
    Budget options available

    Maui Parkshore 305 offers accommodations in Wailea, a 15-minute walk from Keawakapu Beach and one mile from Mokapu Beach. The air-conditioned accommodation is a 1-minute walk from Kamaole Beach.

  • Grand Champions Golf Villas 94
    Budget options available

    Grand Champions Golf Villas 94 is located in Wailea, just 1.1 miles from Wailea Beach and 1.2 miles from Mokapu Beach. The air-conditioned accommodation is a 18-minute walk from Ulua Beach.

  • Wailea Ekahi Village 26D
    Budget options available

    Wailea Ekahi Village 26D offers accommodations in Wailea, a 18-minute walk from Mokapu Beach and 1.1 miles from Ulua Beach. The air-conditioned accommodation is a 18-minute walk from Keawakapu Beach.

Great access to the city center! Check these vacation homes in Wailea

  • Elua 2001
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Elua 2001 offers accommodations in Wailea, 1.7 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park.

  • Elua 406
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Elua 406 is located in Wailea, just 1.7 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

  • Grand Champions 101
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Grand Champions 101 is located in Wailea, just 1.1 miles from Wailea Beach and 1.2 miles from Mokapu Beach. The air-conditioned accommodation is a 18-minute walk from Ulua Beach.

  • Wailea Elua Village 803, Ocean Views, Modern Reno
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Wailea Elua Village 803, Ocean Views, Modern Reno is located in Wailea, just 1.8 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park.

  • Beautifully remodeled ocean view condo in Wailea WE27B
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Just a 18-minute walk from Mokapu Beach and 1.1 miles from Ulua Beach, Beautifully remodeled ocean view condo in Wailea WE27B features accommodations in Wailea with a garden, a terrace, and barbecue...

  • Ho'olei Ocean View by Coldwell Banker Island Vacations
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Ho'olei Ocean View by Coldwell Banker Island Vacations features a fitness room and air-conditioned accommodations in Wailea, a 11-minute walk from Wailea Beach.

  • Palms at Wailea 705 - Beautiful Reno, Split AC
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Palms at Wailea 705 - Beautiful Reno, Split AC is a recently renovated vacation home in Wailea, near Mokapu Beach. Both free Wifi and parking on-site are available at the vacation home free of charge.

  • Luxurious Home in Wailea
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Luxurious Home in Wailea offers accommodations in Wailea, 2.1 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park.

  • Koa Resort 4I
    Central location
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 3 reviews

    Koa Resort 4I offers accommodations in Wailea, a 11-minute walk from Wailea Beach and 0.7 miles from Mokapu Beach.

  • Stunning ocean view! 2-2 in the heart of Wailea
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 3 reviews

    Stunning ocean view! 2-2 in the heart of Wailea is a recently renovated vacation home in Wailea where guests can make the most of its outdoor swimming pool, garden, and barbecue facilities.

  • Wailea Ekolu Village
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 3 reviews

    Wailea Ekolu Village enjoys a location in Wailea, 1.3 miles from Mokapu Beach and 19 miles from Iao Valley State Park.

  • Hale Kamaole
    Central location
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2 reviews

    Hale Kamaole is located in Wailea, just 3.4 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park.

  • 126 Hale Kamaole
    Central location
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 10 reviews

    126 Hale Kamaole is located in Wailea, just 3.4 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park.

  • Grand Champions 55, Beautiful Renovation, Split AC
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    Grand Champions 55, Beautiful Renovation, Split AC is located in Wailea, just 1.3 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park.

  • Ho'olei Garden View by Coldwell Banker Island Vacation
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    Ho'olei Garden View by Coldwell Banker Island Vacation features a fitness room and air-conditioned accommodations in Wailea, a 9-minute walk from Wailea Beach.

  • Mana Kai 507
    Central location
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    Mana Kai 507 is located in Wailea, just a 9-minute walk from Mokapu Beach and 0.6 miles from Kamaole Beach. The air-conditioned accommodation is a 3-minute walk from Keawakapu Beach.

  • Wailea Ekahi Village
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 4 reviews

    Wailea Ekahi Village is located in Wailea, just 2.1 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park. This beachfront property offers access to free Wifi.

  • Palms at Wailea 2108
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 2 reviews

    Palms at Wailea 2108 offers accommodations in Wailea, a 11-minute walk from Mokapu Beach and 1.4 miles from Ulua Beach.

  • 4-309 Kamaole Sands**Newly Remodeled** Steps to Kamaole 3 Beach!
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 7 reviews

    4-309 Kamaole Sands**Newly Remodeled** Steps to Kamaole 3 Beach! offers accommodations in Wailea, 3.4 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park.

  • Wailea Ekahi 21A
    Central location
    7.0
    Scored 7.0
    Good
    Rated good
     · 1 review

    Wailea Ekahi 21A is located in Wailea, just a 18-minute walk from Mokapu Beach and 1.1 miles from Ulua Beach.

  • Hale Hui Kai 208, Renovated, Ocean View, Split AC
    5.0
    Scored 5.0
    Average
    Rated fair
     · 1 review

    Hale Hui Kai 208, Renovated, Ocean View, Split AC is located in Wailea, just 2.7 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park.

  • Top Floor Oceanfront location with great swimming and snorkeling MKM809
    5.0
    Scored 5.0
    Average
    Rated fair
     · 1 review

    A 3-minute walk from Keawakapu Beach in Wailea, Top Floor Oceanfront location with great swimming and snorkeling MKM809 features accommodations with access to a fitness room.

  • Elua 2011
    Central location

    Elua 2011 is located in Wailea, just 1.7 miles from Wailea Emerald Course and 19 miles from Iao Valley State Park.

  • Grand Champions 144, 3 Bedrooms, Ocean and Golf Views, 2 Pools, Sleeps 6

    Grand Champions 144, 3 Bedrooms, Ocean and Golf Views, 2 Pools, Sleeps 6 is located in Wailea, just 1.2 miles from Mokapu Beach and 1.4 miles from Wailea Emerald Course.

  • Grand Champions 163

    Grand Champions 163 offers accommodations in Wailea, 1.1 miles from Wailea Beach and 1.2 miles from Mokapu Beach.

  • Grand Champions 124

    Grand Champions 124 is located in Wailea, just 1.1 miles from Wailea Beach and 1.2 miles from Mokapu Beach.

  • Grand Champions 179

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

  • Grand Champions 8
    Central location

    Grand Champions 8 offers accommodations in Wailea, 1.1 miles from Wailea Beach and 1.2 miles from Mokapu Beach. The air-conditioned accommodation is a 18-minute walk from Ulua Beach.

FAQ about vacation homes in Wailea





Vacation Homes That Guests Love in Wailea

  • 8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 470 reviews
    We were in the unit for only a few days. It was very spacious and although it was dated, the unit was very clean. It was well located for what we wanted to do in Kihei.
    David
    Young couple
  • 8.1
    Scored 8.1
    Very Good
    Rated very good
     · 27 reviews
    The apartment is very clean, and we like the location so close Wailea. We also like the assigned parking is just outside the apartment and the unit is on the ground level. Checkin instructions are accurate and easy to follow.
    Linette
    Young couple
  • 8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 470 reviews
    Beautiful property in walking distance to many shops and restaurants. Beds were very comfortable with high quality sheets. Condo was very clean upon arrival. Very spacious with newer furniture. Beautiful view of the ocean and lovely grounds. There was a flock of green parrots living in the tree outside our unit, amazing!
    Teri017
    Group
  • Avg. price/night: $766.44
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2 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.
    S
    SARAH
    Solo traveler
  • 7.9
    Scored 7.9
    Good
    Rated good
     · 182 reviews
    Very clean and well maintained room and grounds
    K
    KEVIN
    Family with young children
  • 8.5
    Scored 8.5
    Very Good
    Rated very good
     · 105 reviews
    Condo was very clean and pretty nicely stocked with the convenience of being at your own home away from home! Complete kitchen which we totally made good use of. Two bathrooms 👍, hop, skip and a jump from the pool🤙🏼keyless entry No human contact check in/out .
    LEILANI L
    Group
  • 7.9
    Scored 7.9
    Good
    Rated good
     · 182 reviews
    Very clean, good size, cool without need for A/C, nice surprise of cool bag with goodies waiting for us.
    Jo
    Young couple
  • 8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 470 reviews
    Our unit was exceptional. Everything was high quality, the kitchen was so well equipped with everything you could possibly need. It was very clean and almost brand new. The bedrooms were beautifully set up, although the bed was a little soft for us. Latest tech TV's and good WiFi. Resort facilities were also great and so were staff.
    Boere
    Family with young children
  • 7.8
    Scored 7.8
    Good
    Rated good
     · 518 reviews
    Spacious room (we even got a free upgrade). Everything was very clean. Nights were calm. There is a bus station close to the hotel.
    Mark
    Solo traveler
  • Avg. price/night: $948.18
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 249 reviews
    Great sea view from the balcony (if you book sea view). It is very clean and has modern facilities. The hotel is next to a cute little beach. It has many different beautiful swimming pools.
    sandra
    Young couple
gogless