Vacation Rentals in Wailea (Maui), United States from 140$/Night

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8.6

Great

Wailea Grand Champions Villas - Coraltree Residence Collection

Map600 yd from City Centre300 yd from Wailea Tennis Club

FromUS$ 333 /nightSelect

7.8

Very good

Kihei Akahi Aparthotel Wailea

The largest option:

4 adults

FromUS$ 222 /nightSelect

8.6

Great

Wailea Beach Villas

FromUS$ 1 428 /nightSelect

8.6

Great

Wailea Elua Village - Coraltree Residence Collection

Map600 yd from City Centre200 yd from Shops at Wailea

FromUS$ 715 /nightSelect

8.6

Great

Wailea Ekolu Village - Coraltree Residence Collection

Map600 yd from City Centre600 yd from Wailea Tennis Club

FromUS$ 373 /nightSelect

8.4

Great

Ho'Olei At Grand Wailea

Map600 yd from City Centre900 yd from Wailea Tennis Club

FromUS$ 1 639 /nightSelect

8.4

Great

Hale Kamaole

Map1.7 mi from City Centre200 yd from

FromUS$ 169 /nightSelect

8.0

Great

Kihei Condo With Resort Amenities Walk To The Beach

4 adults

1 bedroom

2 beds

Map1.5 mi from City Centre1.2 mi from Shops at Wailea

FromUS$ 268 /nightSelect

8.4

Great

Maui Kamaole

FromUS$ 267 /nightSelect

8.0

Great

Beautiful 2 Bedroom Oceanview Condo At Maui Kamaole Located At South End Of Kihei Adjacent To Wailea Traditional Hawaiian Style

Map1.5 mi from City Centre1.2 mi from Shops at Wailea

FromUS$ 406 /nightSelect

6.4

Nice

Tropical Maui Kamaole B-Bldg

Map1.5 mi from City Centre1.2 mi from Shops at Wailea

FromUS$ 346 /nightSelect

Tiki Tiki - Gorgeous Boho Beach Hideaway!

Map600 yd from City Centre300 yd from Wailea Tennis Club

FromUS$ 440 /nightSelect

8.4

Great

Mana Kai Maui

Map1.4 mi from City Centre1.0 mi from Shops at Wailea

FromUS$ 666 /nightSelect

Aloha Moon - A Chic And Dreamy Modern Tropical Hideaway!

Map600 yd from City Centre300 yd from Wailea Tennis Club

FromUS$ 590 /nightSelect

8.0

Great

Live Da Hi Life--Great Beach And Great Views!

Map1.8 mi from City Centre100 yd from

FromUS$ 178 /nightSelect

Gorgeous Oceanfront Kihei Condo With Balcony!

Map1.3 mi from City Centre1600 yd from Shops at Wailea

FromUS$ 542 /nightSelect

8.4

Great

Palms At Wailea

The largest option:

6 adults

2 bedrooms

3 beds

Map1500 yd from City Centre900 yd from Shops at Wailea

FromUS$ 228 /nightSelect

7.8

Very good

Mana Kai 611C

6 adults

2 bedrooms

3 beds

Map1.3 mi from City Centre1800 yd from Shops at Wailea

FromUS$ 718 /nightSelect

Kihei Akahi Garden View Studio

Map2.1 mi from City Centre500 yd from

FromUS$ 440 /nightSelect

8.0

Great

Wailea Ekolu 1706

5 adults

2 bedrooms

2 beds

Map600 yd from City Centre500 yd from Wailea Tennis Club

FromUS$ 517 /nightSelect

Flexible Price Range for Vacation Homes in Wailea (Maui)

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price

US$ 6 716

⬇️ The lowest price

US$ 140

💸 Average price for

5-star hotels

US$ 904

4-star hotels

US$ 748

3-star hotels

US$ 597

Apartments

US$ 755

Top vacation homes in Wailea (Maui)

Based on guest reviews from the past 12 months

Oceanview Escapes:

Beautiful 2 Bedroom Oceanview Condo At Maui Kamaole Located At South End Of Kihei Adjacent To Wailea Traditional Hawaiian Style

Chic Modern Retreats:

Aloha Moon - A Chic And Dreamy Modern Tropical Hideaway!

Tropical Family Getaways:

Wailea Elua Village - Coraltree Residence Collection

Beachfront Bliss:

Wailea Beach Villas

Garden View Serenity:

Kihei Akahi Garden View Studio

Luxury Oceanfront Offers:

Wailea Oceanfront Rental

Unique Bohemian Hideaways:

Tiki Tiki - Gorgeous Boho Beach Hideaway!

Cultural Charm and Convenience:

Kihei Akahi C320- Kihei Studio, Walk To Shops, Dining, & The Beach

Cozy Waterfront Retreats:

Maui Banyan T-305

Vacation Rentals in Wailea (Maui) Overview

This guide provides essential details about vacation rentals in Wailea (Maui), evaluating 50 properties to assist travelers in making informed accommodation choices.

Typical nightly rates range from $200 to $800.

Over 50 vacation rentals are available in Wailea.

Peak seasons include December to April.

Expect local taxes/fees around 14% on rentals.

Properties are within 1-2 miles of Wailea Beach and shops.

Vacation rentals in Wailea (Maui), United States

Flexible Price Range for Vacation Homes in Wailea (Maui)

Top vacation homes in Wailea (Maui)

Vacation Rentals in Wailea (Maui) Overview