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The best holiday homes in Wailea

Check out our pick of great holiday homes in Wailea

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126 Hale Kamaole, hotel in Wailea

Set in Wailea, 400 metres from Kamaole Beach and less than 1 km from Keawakapu Beach, 126 Hale Kamaole offers air conditioning.

Scored 8.9
8.9
Rated fabulous
Fabulous
10 reviews
Price from
£516.93
1 night, 2 adults
4-309 Kamaole Sands**Newly Remodeled** Steps to Kamaole 3 Beach!, hotel in 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 1.4 km from Keawakapu Beach.

Ok
Scored 6.7
6.7
Rated pleasant
Pleasant
9 reviews
Price from
£537.50
1 night, 2 adults
Hale Kamaole, hotel in Wailea

Situated in Wailea, 500 metres from Kamaole Beach and less than 1 km from Keawakapu Beach, Hale Kamaole offers air conditioning.

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.
Scored 7.4
7.4
Rated good
Good
5 reviews
Price from
£733.73
1 night, 2 adults
Bamboo Suite located across from the beach, 1 Bedroom sleeps 4, hotel in Wailea

Featuring air-conditioned accommodation with a patio, Bamboo Suite located across from the beach, 1 Bedroom sleeps 4 is located in Kihei.

Everything about the apartment was great, we had everything we need there and even more (were pleasantly surprised to have the beach chairs, umbrella, cooler there, it was a nice bonus). We also enjoyed spending time in the yard near the pool
Scored 9.3
9.3
Rated superb
Superb
29 reviews
Price from
£467.08
1 night, 2 adults
Hale Kai O'Kihei 120, hotel in Wailea

Offering sea views, Hale Kai O'Kihei 120 is an accommodation set in Kihei, 700 metres from Waipuilani Beach and 2.2 km from Kalepolepo Beach.

Scored 8.3
8.3
Rated very good
Very good
11 reviews
Price from
£562.18
1 night, 2 adults
Hale Kai O'Kihei 305, hotel in Wailea

Set in Kihei, just 700 metres from Waipuilani Beach, Hale Kai O'Kihei 305 offers beachfront accommodation with a spa and wellness centre and free WiFi.

Just incredible place!
Scored 8.8
8.8
Rated fabulous
Fabulous
8 reviews
Price from
£653.98
1 night, 2 adults
Maui Vista 1411, hotel in Wailea

Situated in Kihei, 400 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.

- We liked the location and the kitchen and how functional it was - the washer and dryer was a little small but very useful - The balcony was a great to relax and have a cup of coffe while looking at the view - high ceiling living room and loft was great for teenage kids
Scored 7.6
7.6
Rated good
Good
10 reviews
Price from
£608.09
1 night, 2 adults
Hale Kai O'Kihei 118, hotel in Wailea

Offering sea views, Hale Kai O'Kihei 118 is an accommodation situated in Kihei, 700 metres from Waipuilani Beach and 2.2 km from Kalepolepo Beach.

Scored 7.0
7.0
Rated good
Good
5 reviews
Price from
£554.19
1 night, 2 adults
106 Milowai, hotel in Wailea

Offering sea views, 106 Milowai is an accommodation situated in Wailuku, 700 metres from Maalaea Beach and 15 km from Iao Valley State Park.

Scored 7.0
7.0
Rated good
Good
6 reviews
Price from
£535.79
1 night, 2 adults
Wailea Sunset Condo - Ekolu #607, hotel in Wailea

Featuring mountain views, Wailea Sunset Condo - Ekolu #607 features accommodation with a garden, a bar and barbecue facilities, around 1.7 km from Ulua Beach.

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 9.1
9.1
Rated superb
Superb
11 reviews
All holiday homes in Wailea
Looking for a holiday home?
Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Wailea and surroundings in the past month

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Enjoy breakfast in Wailea!

  • NEW Luxury Condo at Kameole Beach
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 8 reviews

    Set in Wailea, 400 metres from Kamaole Beach and 1.9 km from Cove Beach, NEW Luxury Condo at Kameole Beach offers water sports facilities and air conditioning.

    Good location. Clean. Nice complex. Main bed ok. 2 bathrooms was good

  • Keawakapu 208
    Breakfast options
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 10 reviews

    Located in Wailea, 400 metres from Keawakapu Beach and 800 metres from Kamaole Beach, Keawakapu 208 offers air conditioning.

    Sehr schöne große Wohnung und super Lage… viel Licht und sehr bequeme Betten

  • Enjoy Your Oceanside Dream at Kihei Surfside
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 22 reviews

    Located in Wailea, 200 metres from Keawakapu Beach and 700 metres from Mokapu Beach, Enjoy Your Oceanside Dream at Kihei Surfside offers a garden and air conditioning.

    Absolutely amazing stunning apartment with breathtaking view

  • Stunning ocean view! 2-2 in the heart of Wailea
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 5 reviews

    Situated in Wailea, near Wailea Beach and Mokapu Beach, Stunning ocean view! 2-2 in the heart of Wailea is a recently renovated property, featuring, an outdoor swimming pool and garden.

  • Wailea Sunset Condo - Ekolu #607
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 11 reviews

    Featuring mountain views, Wailea Sunset Condo - Ekolu #607 features accommodation with a garden, a bar and barbecue facilities, around 1.7 km from Ulua Beach.

  • Wailea Ekahi 17D
    Breakfast options
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 6 reviews

    Located 1.8 km from Ulua Beach, 3.4 km from Wailea Emerald Course and 31 km from Iao Valley State Park, Wailea Ekahi 17D features accommodation set in Wailea.

    Die direkte Lage zu einem wunderschönen Strand, es waren sogar die gesamte Strandausstattung zur Verfügung, für einen tollen Strandtag.

  • Kamaole Sands 10-412
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 5 reviews

    Offering sea views, Kamaole Sands 10-412 is an accommodation located in Wailea, 200 metres from Kamaole Beach and 1.3 km from Keawakapu Beach.

  • Nahenahe Cottage
    Breakfast options
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 8 reviews

    Set in Wailea, 3 km from Mokapu Beach and 4 km from Wailea Emerald Course, Nahenahe Cottage offers a garden and air conditioning.

    Sehr schön und modern eingerichtet, super schöner Meerblick

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

Great access to the city centre! Check these holiday homes in Wailea

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

    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
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 2 reviews

    Set in Wailea, less than 1 km from Ulua Beach and a 11-minute walk from Wailea Beach, Elua 406 offers air conditioning. This beachfront property offers access to a patio and free WiFi.

  • Grand Champions 124
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 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 101
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Set in Wailea, 1.6 km from Ulua Beach and 1.7 km from Wailea Beach, Grand Champions 101 offers air conditioning.

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

    Wailea Elua Village 803, Ocean Views, Modern Reno is a beachfront property located in Wailea, 1.2 km from Wailea Beach and 1.2 km from Ulua Beach.

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

    Situated in Wailea, 1.5 km from Keawakapu Beach and 1.6 km from Mokapu Beach, Beautifully remodeled ocean view condo in Wailea WE27B features accommodation with free WiFi, air conditioning, an outdoor...

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

    Situated less than 1 km from Wailea Beach, Ho'olei Ocean View by Coldwell Banker Island Vacations offers air-conditioned accommodation with a patio.

  • Ekolu 1403
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Situated in Wailea, 1.8 km from Ulua Beach and 2.1 km from Wailea Beach, Ekolu 1403 features air-conditioned accommodation with a balcony and free WiFi.

  • Koa Resort 4I
    Central location
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    Situated 1.2 km from Mokapu Beach, 3 km from Wailea Emerald Course and 31 km from Iao Valley State Park, Koa Resort 4I provides accommodation set in Wailea.

  • Grand Champions 179
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Grand Champions 179 is situated in Wailea, 1.9 km from Mokapu Beach, 2.3 km from Wailea Emerald Course, as well as 31 km from Iao Valley State Park.

  • Grand Champions 55, Beautiful Renovation, Split AC
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Offering sea views, Grand Champions 55, Beautiful Renovation, Split AC is an accommodation situated in Wailea, 1.4 km from Ulua Beach and 1.6 km from Wailea Beach.

  • Wailea Ekolu 102 - Molokini Views, Split AC
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 2 reviews

    Set in Wailea, 1.1 km from Ulua Beach and 1.4 km from Wailea Beach, Wailea Ekolu 102 - Molokini Views, Split AC offers air-conditioned accommodation with a balcony and free WiFi.

  • Wailea Ekahi 34A
    Central location
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Situated in Wailea and only 1.5 km from Keawakapu Beach, Wailea Ekahi 34A features accommodation with sea views, free WiFi and free private parking.

  • Grand Champions Golf Villas 153
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 1 review

    Set in Wailea, 1.1 km from Ulua Beach and 1.3 km from Wailea Beach, Grand Champions Golf Villas 153 offers air conditioning.

  • Wailea Ekahi 21A
    Central location
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 2 reviews

    Located 1.8 km from Ulua Beach, 3.4 km from Wailea Emerald Course and 31 km from Iao Valley State Park, Wailea Ekahi 21A offers accommodation situated in Wailea.

  • Maui Paradise Townhouse

    Featuring air-conditioned accommodation with a private pool, mountain view and a patio, Maui Paradise Townhouse is set in Wailea.

  • Stunning ocean view, heated pool at home by Wailea

    Boasting air-conditioned accommodation with a private pool, garden view and a balcony, Stunning ocean view, heated pool at home by Wailea is situated in Wailea.

  • Grand Champions Golf Villas 150

    Located in Wailea in the Hawaii region, Grand Champions Golf Villas 150 features a balcony and sea views. The air-conditioned accommodation is 1.7 km from Ulua Beach.

  • Elua 2011
    Central location

    Set in Wailea, less than 1 km from Ulua Beach and a 11-minute walk from Wailea Beach, Elua 2011 offers pool with a view and air conditioning.

  • Grand Champions Golf Villas 118

    Located in Wailea, 1.5 km from Ulua Beach and 1.7 km from Wailea Beach, Grand Champions Golf Villas 118 offers air conditioning. It is situated 2.3 km from Wailea Emerald Course and provides an ATM.

  • Elua 2301
    Central location

    Featuring air-conditioned accommodation with a patio, Elua 2301 is located in Wailea. It is set 1.1 km from Wailea Beach and provides an ATM.

  • Grand Champions 174

    Located in Wailea and only 1.6 km from Ulua Beach, Grand Champions 174 provides accommodation with mountain views, free WiFi and free private parking.

  • Grand Champions 144

    Located in Wailea, 1.6 km from Ulua Beach and 1.7 km from Wailea Beach, Grand Champions 144 offers air conditioning.

  • Grand Champions 163

    Grand Champions 163 is situated in Wailea, 1.9 km from Mokapu Beach, 2.3 km from Wailea Emerald Course, and 31 km from Iao Valley State Park.

  • Grand Champions 8
    Central location

    Offering sea views, Grand Champions 8 is an accommodation located in Wailea, 1.5 km from Ulua Beach and 1.7 km from Wailea Beach. The air-conditioned accommodation is 1.9 km from Mokapu Beach.

  • Grand Champions #160

    Grand Champions #160 is set in Wailea, 1.9 km from Mokapu Beach, 2.2 km from Wailea Emerald Course, and 31 km from Iao Valley State Park.

  • Grand Champions Villas #184

    Located in Wailea, 1.5 km from Ulua Beach and 1.7 km from Wailea Beach, Grand Champions Villas #184 offers air conditioning.

  • Elua 502
    Central location

    Situated in Wailea, 1.1 km from Wailea Beach and 1.1 km from Ulua Beach, Elua 502 offers air conditioning. It is set 2.8 km from Wailea Emerald Course and features an ATM.

FAQ about holiday homes in Wailea

Holiday homes that guests love in Wailea

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  • Scored 8.2
    8.2
    Rated very good
    Very good
     · 104 reviews
    Great location , spacious holiday home for all the family. Very clean and well equipped with everything needed for a vacation.
    Carmel
    Family with young children
  • Scored 9.4
    9.4
    Rated superb
    Superb
     · 22 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.
    PARVATHA
    Family with young children
  • Scored 9.0
    9.0
    Rated superb
    Superb
     · 2 reviews
    Fully equipped with beach stuff, own parking space, private on first floor despite being on a resort setting. Very clean and spacious.
    Sara
    Young couple
  • Scored 9.0
    9.0
    Rated superb
    Superb
     · 3 reviews
    The modern & comfortable interior, the condo was very clean with plenty of towels etc. It was also very well equipped for the beach - chairs, parasol & buggy which was invaluable, thank you. It was also so close to the beach. The ladies at reception were lovely, especially Devon who greeted us when we checked in, she was very friendly & helpful!
    Karen
    Young couple
  • Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 476 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
  • Scored 7.9
    7.9
    Rated good
    Good
     · 29 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
  • Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 476 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
  • Scored 7.4
    7.4
    Rated good
    Good
     · 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.
    S
    SARAH
    Solo traveller
  • Scored 8.5
    8.5
    Rated very good
    Very good
     · 35 reviews
    I liked the size of the condo and its location. I also liked that it was very clean and well stocked.
    W
    WILLIAM
    Young couple
  • Scored 8.0
    8.0
    Rated very good
    Very good
     · 144 reviews
    Very clean and well maintained room and grounds
    K
    KEVIN
    Family with young children