The 10 best vacation rentals in Wailea, US | Booking.com
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Vacation Rentals in Wailea

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The best vacation rentals in Wailea

Check out our selection of great vacation 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.

H
Heather
From
United States
We had the best stay at Aston Maui Hill. We were able to relax and hang out at the pool and meet people all over. It’s close to the beach and a short walk into town for dinner or shopping. We were able to plan our snorkeling trip right there and it was the greatest adventure seeing beautiful fish and swim with the turtles. We highly recommend staying here.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 453 reviews
Price from
$235.93
1 night, 2 adults

Aston at the Maui Banyan

Wailea

Located directly across the road from Kamaole Beach Park II and 14 mi from Kahului Airport, the Aston at the Maui Banyan features outdoor swimming pool.

F
Fung
From
Australia
The location is very convenient to shops and restaurants.
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 354 reviews
Price from
$208
1 night, 2 adults

Mana Kai 710A

Wailea

Mana Kai 710A is located in Wailea, just a 3-minute walk from Keawakapu Beach and 3 miles from Wailea Emerald Course. Featuring sea views, this apartment also features free Wifi.

M
Madison
From
United States
Right on the beach, ocean view, spacious, updated appliances, nice patio, family friendly area. Beach was very sandy and sea turtles right on the beach. Good snorkeling on beach. Mana Kai is a great resort to stay! Unit had 2 small beach chairs and 2 beach umbrellas to use. Had 4 beach towels. Coin/card washer/dryer across the hall if needing to do laundry.
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 10 reviews
Price from
$281.52
1 night, 2 adults

Mana Kai 611C

Wailea

Offering a terrace, Mana Kai 611C features accommodations in Wailea. This beachfront property offers access to free Wifi. The apartment offers an outdoor swimming pool and an elevator.

M
Michael
From
United States
Excellent location with a nice beach, this is prime real estate in Maui.
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 7 reviews
Price from
$362.25
1 night, 2 adults

Nona Lani Cottages

Kihei (Near Wailea)

Nona Lani Cottages enjoys a location in Kihei, 12 miles from Iao Valley State Park and 22 miles from Lahaina Boat Harbor.

S
Sandra
From
United States
This property and owners are amazing! It is a well kept Maui secret, but the word needs to get out! It is immaculately clean, in a perfect location for traveling the island, and across the street from the beach.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 103 reviews
Price from
$203.81
1 night, 2 adults

Maui Tranquility II

Kihei (Near Wailea)

Maui Tranquility II offers accommodations in Kihei, a 1-minute walk from Kamaole Beach and 3.8 miles from Wailea Emerald Course.

S
Samantha
From
Australia
Lovely stay in Maui! Onsite parking which was super convenient. Apartment has been decorated well and has a cosy costal vibe. Comfortable bed and pillows. Well equipped with all required amenities. Air conditioning was strong which was great on a hot day. Host was kind and had fast responses.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 41 reviews
Price from
$199
1 night, 2 adults

Perfect for families and couples - Maui Sunset A-203

Kihei (Near Wailea)

A 4-minute walk from Waipuilani Beach in Kihei, Perfect for families and couples - Maui Sunset A-203 features accommodations with access to a hot tub and fitness center.

D
Derek
From
United States
Everything. Place was clean. View was beautiful. Yvonne and Jerome were very nice and helpful.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 17 reviews
Price from
$350
1 night, 2 adults

Kihei Bay Surf 130- Garden View Studio, FREE PARKING

Kihei (Near Wailea)

Kihei Bay Surf 130- Garden View Studio, FREE PARKING offers accommodations in Kihei, a 1-minute walk from Kalepolepo Beach and 7.2 miles from Wailea Emerald Course.

K
Kien
From
United States
Location and convenience! Very nice beach across the street. Easy access to restaurants and markets. The property was quite clean with plenty of items for cooking!
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 20 reviews
Price from
$141.45
1 night, 2 adults

Maui Tranquility

Kihei (Near Wailea)

Maui Tranquility offers accommodations in Kihei, a 2-minute walk from Kalepolepo Beach and 7.1 miles from Wailea Emerald Course.

J
Janet
From
United States
Clean, peaceful location. The owners were very kind and helpful. They left little snacks that were welcome. I wish we could have stayed longer. We loved breakfast on the lanai. The myna birds serenade us on the evenings.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 40 reviews
Price from
$229
1 night, 2 adults

Menehune Shores 309

Kihei (Near Wailea)

Menehune Shores 309 offers accommodations in Kihei, a few steps from Waipuilani Beach and 7.1 miles from Wailea Emerald Course. Featuring sea views, this apartment also offers free Wifi.

E
Edgar
From
United States
Amazing and clean. I will definitely stay here again. It had everything we needed and more. Lots of parking. Close to most things.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 6 reviews
Price from
$216.20
1 night, 2 adults
All vacation rentals in Wailea

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

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

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 17 reviews

    A 4-minute walk from Waipuilani Beach in Kihei, Perfect for families and couples - Maui Sunset A-203 features accommodations with access to a hot tub and fitness center.

    From $523.87 per night
  • Koa Resort 4I

    Wailea
    Free cancellation options available
    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.

  • Elua 2001

    Wailea
    Free cancellation options available
    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
    Free cancellation options available
    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
    Free cancellation options available

    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.

  • Grand Champions 108

    Wailea
    Free cancellation options available

    A 18-minute walk from Ulua Beach in Wailea, Grand Champions 108 offers accommodations with access to spa facilities. Both free Wifi and parking on-site are available at the apartment free of charge.

  • 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

    Grand Champions by KBM Resorts offers beauty services and an indoor pool, as well as air-conditioned accommodations in Wailea, a 18-minute walk from Ulua Beach.

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

    Grand Champions 124 · GC 124 3BD Wailea Condo wAC Pool Hot Tub is located in Wailea, just a 18-minute walk from Ulua Beach and 1.4 miles from Wailea Emerald Course.

Vacation Rentals with swimming pools in Wailea and nearby

  • Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 8 reviews

    Just a 2-minute walk from Kamaole Beach and 0.9 miles from Cove Beach, BeachFront Kihei Kai Nani - Maui Vista Deluxe Condos features accommodations in Kihei with a garden.

    From $584 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 41 reviews

    Maui Tranquility II offers accommodations in Kihei, a 1-minute walk from Kamaole Beach and 3.8 miles from Wailea Emerald Course.

    From $405.06 per night
  • Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 12 reviews

    Kihei Kai Nani 169 is located in Kihei, just a 1-minute walk from Kamaole Beach and 3.8 miles from Wailea Emerald Course. The apartment features an outdoor pool and free Wifi.

    From $554.07 per night
  • Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 5 reviews

    Pacific Shores B306 is located in Kihei, just a 5-minute walk from Kamaole Beach and 4.7 miles from Wailea Emerald Course.

    From $681.22 per night
  • Scored out of 10, guest rating 6.8
    Pleasant - What previous guests thought, 8 reviews

    Maui Vista 1423 offers accommodations in Kihei, a 5-minute walk from Kamaole Beach and 4.4 miles from Wailea Emerald Course. With sea views, this accommodation offers a swimming pool.

  • Scored out of 10, guest rating 8.1
    Very Good - What previous guests thought, 6 reviews

    Maui Vista 1121 is located in Kihei, just a 5-minute walk from Kamaole Beach and 4.4 miles from Wailea Emerald Course.

  • Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 17 reviews

    Maui Vista 3101 is located in Kihei, just 24 miles from Lahaina Boat Harbor and 27 miles from Whalers Village Shopping Center.

    From $578.81 per night
  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 7 reviews

    Maui Vista 1422 offers accommodations in Kihei, a 5-minute walk from Kamaole Beach and 4.4 miles from Wailea Emerald Course. Featuring sea and mountain views, this apartment also includes free Wifi.

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

    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.

  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 39 reviews

    A 18-minute walk from Ulua Beach in Wailea, Wailea Grand Champions provides accommodations with access to a sauna, hot tub, and spa facilities.

  • Grand Champions 101

    Wailea
    Breakfast options
    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.

  • WAILEA GRAND CHAMPION, #142 condo is located in Wailea, just 1.1 miles from Wailea Beach and 1.2 miles from Mokapu Beach. Guests are welcome to go for a swim in the heated pool.

  • A 18-minute walk from Ulua Beach in Wailea, WAILEA GRAND CHAMPION, #148 condo features accommodations with access to a hot tub. This property offers a heated pool, free Wifi, and free private parking.

  • A 17-minute walk from Ulua Beach in Wailea, Grand Champions 32 condo offers accommodations with access to a fitness room. This property offers a heated pool, free Wifi, and free private parking.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 33 reviews

    Just a 17-minute walk from Ulua Beach and 1.2 miles from Wailea Blue Course, Tiki Tiki - Gorgeous Boho Beach Hideaway! features accommodations in Wailea with a terrace.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 21 reviews

    Offering a terrace, Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway! provides accommodations in Wailea.

Highly rated vacation rentals in Wailea and nearby

  • Maui Vista 1223

    Kihei
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 11 reviews

    Maui Vista 1223 offers accommodations in Kihei, 25 miles from Lahaina Boat Harbor and 28 miles from Whalers Village Shopping Center.

    From $565.87 per night
  • Kauhale Makai 335

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

    Kauhale Makai 335 is located in Kihei, just a few steps from Waipuilani Beach and 6.9 miles from Wailea Emerald Course.

  • Menehune Shores 309

    Kihei
    8.0+ review score
    Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 6 reviews

    Menehune Shores 309 offers accommodations in Kihei, a few steps from Waipuilani Beach and 7.1 miles from Wailea Emerald Course. Featuring sea views, this apartment also offers free Wifi.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 20 reviews

    Kihei Bay Surf 130- Garden View Studio, FREE PARKING offers accommodations in Kihei, a 1-minute walk from Kalepolepo Beach and 7.2 miles from Wailea Emerald Course.

    From $580.25 per night
  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 7 reviews

    Just 1.1 miles from Wailea Emerald Course and 1.1 miles from Wailea Blue Course, Upscale Wailea!

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 10 reviews

    Just 1.2 miles from Wailea Beach and a 17-minute walk from Wailea Emerald Course, Wailea Sunset Condo - Ekolu #607 features accommodations in Wailea, with a bar and barbecue facilities.

  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 5 reviews

    Wailea Ekolu Village 203 offers accommodations in Wailea, 19 miles from Iao Valley State Park and 28 miles from Lahaina Boat Harbor. The apartment has access to a restaurant.

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 7 reviews

    Wailea Ekahi 17D · WEK 17D Wailea Retreat w Ocean View Pool AC is located in Wailea, just a 18-minute walk from Mokapu Beach and 2.1 miles from Wailea Emerald Course.

FAQ about vacation rentals in Wailea

Vacation Rentals That Guests Love in Wailea

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  • Avg. price/night: $3,561.21
    Scored out of 10, guest rating 9.0
    Wonderful - 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