Vacation rentals in Wailea (Maui), United States

Carefully selected & verified rentals in Wailea (Maui), United States

Check-in
15Oct
Check-out
16Oct
Guests
2 Guests
Wailea in Maui features stunning spots like Wailea Beach, Makena State Park, and the luxurious Wailea Golf Club. This area is perfect for beachfront relaxation and water activities like snorkeling at Turtle Town. You'll find amazing maui makena hotels with ocean views and easy beach access. Hotels here stand out with excellent amenities, hand-picked based on guest reviews to give you the best experience. Book your beach hotel in advance, especially during peak season, and use a rental car for easy travel around Wailea.
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1-20 out of 554
Sort by:high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
7.8
Very good
Map
FromUS$ 222 /nightSelect
8.6
Great
Map
FromUS$ 1 428 /nightSelect
8.4
Great
Map600 yd from City Centre900 yd from Wailea Tennis Club
FromUS$ 2 274 /nightSelect
8.6
Great
Map600 yd from City Centre200 yd from Shops at Wailea
FromUS$ 715 /nightSelect
8.6
Great
Map600 yd from City Centre300 yd from Wailea Tennis Club
FromUS$ 333 /nightSelect
8.6
Great
Map600 yd from City Centre600 yd from Wailea Tennis Club
FromUS$ 373 /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$ 660 /nightSelect
Tiki Tiki - Gorgeous Boho Beach Hideaway!
Map600 yd from City Centre300 yd from Wailea Tennis Club
FromUS$ 459 /nightSelect
8.0
Great
Kamaole Sands Walk To Sand, Shops And Restaurants
Map1.8 mi from City Centre
FromUS$ 178 /nightSelect
7.4
Very good
Castle At Maui Banyan
Map2.0 mi from City Centre
FromUS$ 140 /nightSelect
8.4
Great
Palms At Wailea
Map1400 yd from City Centre900 yd from Shops at Wailea
FromUS$ 228 /nightSelect
Aloha Moon - A Chic And Dreamy Modern Tropical Hideaway!
Map600 yd from City Centre300 yd from Wailea Tennis Club
FromUS$ 456 /nightSelect
Kihei Akahi Garden View Studio
Map2.1 mi from City Centre
FromUS$ 277 /nightSelect
Luxurious Top Floor Kamaole Sands 6-404
Map1.8 mi from City Centre
FromUS$ 189 /nightSelect
Haleakala Shores A410
Map1.9 mi from City Centre
FromUS$ 420 /nightSelect
Signature Residences At Maui Banyan, Walk To Beach, Limited Offer
Map2.0 mi from City Centre
FromUS$ 286 /nightSelect
Walk To Beach | Pools, Pickleball, Kihei
Map1.7 mi from City Centre
FromUS$ 662 /nightSelect
Keawakapu 206
Map1.3 mi from City Centre1700 yd from Shops at Wailea
FromUS$ 231 /nightSelect
Makena Surf: Maui On The Beach
Map1.9 mi from City Centre400 yd from Makena Landing Beach Park
FromUS$ 1 136 /nightSelect
Steps To The Beach With Ocean View
Map1.8 mi from City Centre
FromUS$ 356 /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
USD 6 716
⬇️ The lowest price
USD 140
💸 Average price for
5-star hotels
USD 1 851
4-star hotels
USD 715
3-star hotels
USD 309
Apartments
USD 694

FAQs about Wailea (Maui) rentals

Get answers to common questions and plan your adventure smoothly

What are the top-rated vacation rentals near Wailea Beach?
Wailea Beach Villas and Wailea Elua Village are highly rated by guests for their proximity to Wailea Beach and luxurious accommodations.
Do any vacation rentals in Wailea offer ocean views?
Yes, properties like Beautiful 2 Bedroom Oceanview Condo At Maui Kamaole and Wailea Elua, #1503 Condo are known for stunning ocean views and balconies.
What is the best budget option for a vacation rental in Wailea?
For more affordable stays, consider Kamaole Sands 1-102, which offers competitive rates while still providing good access to local attractions.
Which vacation rentals in Wailea are popular with couples?
Ho'Olei At Grand Wailea and Wailea Elua Village are popular choices among couples, offering romantic settings and upscale amenities.

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.

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