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The best vacation rentals in Wailea

Check out our selection of great vacation rentals in Wailea

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126 Hale Kamaole, hotel in Wailea

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

nice place comfy remodelled unit convenient location easy to gain entrance no host keypad
Scored 8.9
8.9
Rated excellent
Excellent
11 reviews
Price from
$484
per night
Mana Kai 710A, hotel in Wailea

Mana Kai 710A offers accommodations in Wailea, 3.3 miles from Makena Landing Beach Park and 5 miles from Little Beach. The property is 6 miles from Molokini Island and features views of the sea.

the location and view were great!
Scored 8.6
8.6
Rated excellent
Excellent
8 reviews
Price from
$195.62
per night
Mana Kai 611C, hotel in Wailea

Just a 3-minute walk from Keawakapu Beach and half a mile from Mokapu Beach, Mana Kai 611C features accommodations in Wailea with a terrace, a bar, and barbecue facilities.

Perfect spot on the beach
Scored 8.2
8.2
Rated very good
Very Good
16 reviews
Price from
$511.75
per night
Wailea Grand Champions, hotel in Wailea

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.

Location was good.
Scored 8.4
8.4
Rated very good
Very Good
56 reviews
Price from
$568
per night
4-309 Kamaole Sands**Newly Remodeled** Steps to Kamaole 3 Beach!, hotel in Wailea

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.

Nice interior and comfortable.
Scored 6.7
6.7
Rated pleasant
Pleasant
9 reviews
Price from
$447
per night
Kihei Akahi A104, hotel in Wailea

Kihei Akahi A104 is located in Wailea, just 4 miles from Makena Landing Beach Park. Little Beach is 6 miles from the property. All units feature a TV.

The location was really great and we were in building A which had a beautiful view of the ocean. The facility was clean and extremely well supplied and stocked. I’ve never seen a rental condo so loaded with beach equipment and cooking supplies.I especially like the fact that I didn’t have to run out to get again by a salt and pepper to season my breakfast.
Scored 7.3
7.3
Rated good
Good
8 reviews
Price from
$282.90
per night
Nona Lani Cottages, hotel in Wailea

Just a few steps from Mai Poina Beach and a 7-minute walk from Kalepolepo Beach, Nona Lani Cottages features accommodations in Kihei, with a garden, a terrace, and barbecue facilities.

Beautiful cottage with a nice beach across the street. Very nice sushi restaurant next door.
Scored 9.2
9.2
Rated wonderful
Wonderful
141 reviews
Price from
$259
per night
Maui Tranquility, hotel in Wailea

Maui Tranquility is located in Kihei, just 7.1 miles from Wailea Emerald Course and 13 miles from Iao Valley State Park. This property offers a private pool, free Wifi, and free private parking.

Excellent place with wonderful amenities! We agreed that we would like to come back and stay for a week.
Scored 9.2
9.2
Rated wonderful
Wonderful
34 reviews
Price from
$189
per night
Maui Vista 1313, hotel in Wailea

Maui Vista 1313 offers accommodations in Kihei. The property is 437 yards from Cove Park and features views of the sea.

So clean and well equipped!
Scored 9.1
9.1
Rated wonderful
Wonderful
17 reviews
Price from
$155.25
per night
Maui Tranquility II, hotel in Wailea

Maui Tranquility II offers accommodations in Kihei, 3.8 miles from Wailea Emerald Course and 17 miles from Iao Valley State Park.

The kitchen and the apartment overall was completely stocked. We found everything we needed. The living room is decorated so pretty and chic. Having an exclusive parking space was great.
Scored 9.3
9.3
Rated wonderful
Wonderful
48 reviews
Price from
$199
per night
All vacation rentals in Wailea

Most booked vacation rentals in Wailea this month

Enjoy breakfast in Wailea!

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

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

  • Keawakapu 208
    Breakfast options
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 9 reviews

    Keawakapu 208 is located in Wailea, just 3 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park. This beachfront property offers access to free Wifi and free private parking.

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

  • Oceanfront Mana Kai 2 bedroom condo
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 8 reviews

    Oceanfront Mana Kai 2 bedroom condo is located in Wailea, just 3 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park.

  • Live da HI life--great beach and great views!
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 12 reviews

    A 4-minute walk from Kamaole Beach in Wailea, Live da HI life--great beach and great views! features accommodations with access to a hot tub and fitness room.

    Great host readily available beautiful well kept room fully stocked even had beach chairs and sunscreen will definitely book again

  • Enjoy Your Oceanside Dream at Kihei Surfside
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 17 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.

    Absolutely amazing stunning apartment with breathtaking view

  • Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway!
    Scored 9.9
    9.9
    Rated exceptional
    Exceptional
     · 8 reviews

    Offering a terrace and barbecue facilities, Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway! in Wailea is close to Mokapu Beach and Wailea Blue Course.

    Well appointed for a couple to show up and enjoy their stay.

  • Tiki Tiki - Gorgeous Boho Beach Hideaway!
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 20 reviews

    Tiki Tiki - Gorgeous Boho Beach Hideaway! is a recently renovated apartment in Wailea, near Ulua Beach. This property offers a private pool, free Wifi, and free private parking.

    We had an outstanding stay at Tiki Tiki! The condo was stunningly beautiful, impeccably clean & the bed was THE MOST comfortable bed we’ve ever slept in!

  • Tropical Maui Kamaole B-Bldg
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 25 reviews

    Tropical Maui Kamaole B-Bldg is located in Wailea, just 3.2 miles from Wailea Emerald Course and 18 miles from Iao Valley State Park.

    Loved location with beach across street and resting turtles

These vacation rentals in Wailea have options with FREE cancellation

  • Kihei Kai Nani - Maui Vista
    Free cancellation options available

    Featuring a shared outdoor swimming pool, Kihei Kai Nani features accommodations with kitchen facilities with full kitchens. A restaurant, a tennis court, and free Wi-Fi access are available on site.

  • Maui Banyan H311 1BD 2BA 3 min walk to the beach in the Heart of South Kihei!
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 5 reviews

    Just one mile from Cove Beach and 1.1 miles from Keawakapu Beach, Maui Banyan H311 1BD 2BA 3 min walk to the beach in the Heart of South Kihei! features accommodations in Wailea with a tennis court.

  • Beautiful 2 Bedroom Oceanview Condo at Maui Kamaole Located at South End of Kihei Adjacent to Wailea Traditional Hawaiian Style
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 20 reviews

    Just a 6-minute walk from Kamaole Beach and half a mile from Keawakapu Beach, Beautiful 2 Bedroom Oceanview Condo at Maui Kamaole Located at South End of Kihei Adjacent to Wailea Traditional Hawaiian...

    The room was close to the beach, roomy for a family of 4, had a nice pool, and was comfortable and clean.

  • Wailea Ekolu Village
    Free cancellation options available
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 5 reviews

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

  • South Maui 1 BR Guest Suite - Kamaole Beach Area
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 6 reviews

    South Maui 1 BR Guest Suite - Kamaole Beach Area is located in Wailea, just a 10-minute walk from Kamaole Beach and 1.4 miles from Cove Beach.

    The property was in the perfect location and was very nice.

  • 9B EKAHI VILLAGE-STUDIO BATH, GARDEN VIEW - 1 MINUTE STROLL to BEACH!
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 8 reviews

    Just a 18-minute walk from Keawakapu Beach and one mile from Mokapu Beach, 9B EKAHI VILLAGE-STUDIO BATH, GARDEN VIEW - 1 MINUTE STROLL to BEACH!

    Location, pools, beach and view's are amazingly beautiful- awesome 👌

  • Wailea Sunset Condo - Ekolu #607
    Free cancellation options available
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 11 reviews

    Featuring a garden and panoramic ocean views, Wailea Sunset Condo - 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...

  • Maui What a Wonderful World Bed & Breakfast
    Free cancellation options available
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 79 reviews

    This Maui, Hawaii bed and breakfast is less than a mile from Kamaole Beach Park III and has views of the West Maui Mountains. Free Wi-Fi access is available.

    Clean and unique. Very nice service. A lot of courtesy.

Highly-rated vacation rentals in Wailea

  • 126 Hale Kamaole
    8.0+ review score
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 11 reviews

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

  • Mana Kai 611C
    8.0+ review score
    Scored 8.2
    8.2
    Rated very good
    Very Good
     · 16 reviews

    Just a 3-minute walk from Keawakapu Beach and half a mile from Mokapu Beach, Mana Kai 611C features accommodations in Wailea with a terrace, a bar, and barbecue facilities.

    Location and views and condo was well equipped with dishes and things for the pool

  • Mana Kai 710A
    8.0+ review score
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 8 reviews

    Mana Kai 710A offers accommodations in Wailea, 3.3 miles from Makena Landing Beach Park and 5 miles from Little Beach. The property is 6 miles from Molokini Island and features views of the sea.

  • KBM Resorts Grand Champions GCH 42 NEW Remodeled 2 Bedrooms Villa in Heart of Wailea Includes Rental Car
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 1 review

    A 18-minute walk from Ulua Beach in Wailea, KBM Resorts Grand Champions GCH 42 NEW Remodeled 2 Bedrooms Villa in Heart of Wailea Includes Rental Car features accommodations with access to beauty...

  • A-304 Haleakala Shores
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    A-304 Haleakala Shores is located in Wailea, just a 15-minute walk from Keawakapu Beach and one mile from Mokapu Beach. The air-conditioned accommodation is a few steps from Kamaole Beach.

  • Wailea Ekahi 21F
    8.0+ review score
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 4 reviews

    Wailea Ekahi 21F offers accommodations in Wailea, just 2.7 miles from Makena Landing Beach Park. The property features views of the sea and is 4.3 miles from Little Beach.

  • Mana Kai 710C
    8.0+ review score
    Scored 8.3
    8.3
    Rated very good
    Very Good
     · 3 reviews

    Mana Kai 710C offers accommodations in Wailea. Makena Landing Beach Park is 3.3 miles away. The accommodation is fitted with a dining area and a sitting area with a cable TV.

  • Mana Kai 311A
    8.0+ review score
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Mana Kai 311A offers accommodations in Wailea. The property features views of the sea and is 3.3 miles from Makena Landing Beach Park.

FAQ about vacation rentals in Wailea

Vacation Rentals That Guests Love in Wailea

  • Scored 8.1
    8.1
    Rated very good
    Very Good
     · 119 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 10
    10
    Rated exceptional
    Exceptional
     · 1 review
    Great location and Villa. Great Luau at Hilton Grand Wiallea
    Nick
    Solo traveler
  • Avg. price/night: $1,143.03
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 150 reviews
    Villa location and view was fantastic. Staff were great!
    Angela
    Group
  • Avg. price/night: $2,690.62
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 7 reviews
    Gorgeous villa with fantastic ocean view
    Deborah
    Group
  • Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 5 reviews
    The villa looked nice and clean. Nice ocean view.
    Medardo
    Solo traveler
  • Scored 7.9
    7.9
    Rated good
    Good
     · 513 reviews
    The pool and the boigonvillas
    Wendy
    Family with young children
  • Avg. price/night: $3,419.66
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 3 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.
    gina
    Family with young children
  • Scored 7.9
    7.9
    Rated good
    Good
     · 513 reviews
    The location is excellent very close to beautiful beaches and Kihei village. The facilities are nice especially the spacious room including kitchen a nd washing machine/dryer and the garden.
    Alessandro
    Family with young children
  • Avg. price/night: $1,143.03
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 150 reviews
    We upgraded to a villa with a plunge pool and it was perfect for our family. Gorgeous sunset views and a great beach walk with coffee shops on route. Good breakfast options.
    Micha
    Family with young children
  • Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 12 reviews
    We stayed in a villa which was spacious and had a full, beautiful kitchen, plus a high quality grill available on the lanai. The hosts provided all the home conveniences our family of four would need. Linens/towels/toiletries. Washer/dryer in unit was wonderful.
    John
    Family with young children