Naramata Wineries - Vacation Rentals in Wailea Beach

Hale Hui Kai #112 From US $420
         

10.0 (1 Review)
House
  • Pool
  • View
  • Wheelchair Accessible
Maui Vista 1207 From US $197
         

|
7.8 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Keawakapu by Coldwell Banker Island Vacations From US $518
         

New
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
South Maui 1 BR Guest Suite - Kamaole Beach Area From US $250
         

|
10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Kihei Akahi C210 From US $223
         

|
10.0 (6 Reviews)
House
  • Parking
  • Pool
  • View
Ho'olei at Grand Wailea From US $3,013
         

|
10.0 (5 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Turtle Paradise - King bed, AC, Across from Beach From US $257
         

|
10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Upscale & Luxurious Oceanview Resort Vistas From US $689
         

|
10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Kamaole Sands 3-303 From US $345
         

|
10.0 (4 Reviews)
House
  • Parking
  • Pool
  • View
Wailea Ekahi 21F From US $571
         

|
10.0 (3 Reviews)
Apartment
  • Pool
  • Security/Safety
  • Guest Services
Kihei Kai Nani 120 From US $254
         

|
10.0 (3 Reviews)
Apartment
  • Pool
  • View
  • Security/Safety
Wailea Elua Village 803, Ocean Views, Modern Reno From US $1,499
         

|
10.0 (2 Reviews)
House
  • Parking
  • View
  • Ocean View
Elua 406 From US $803
         

|
10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
WAILEA EKOLU, #914 From US $618
         

|
10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Ekolu 911 From US $504
         

|
10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Maui Kamaole F209 From US $453
         

|
10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Mana Kai 311A From US $398
         

|
10.0 (2 Reviews)
Apartment
  • Pool
  • Accessibility
  • Security/Safety
Maui Vista 1312- Front Row Eclectic Updated Oceanview S Kihei condo From US $396
         

Kihei Condo Ocean View Lanai & Pool, Walk to Beach From US $388
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Kihei AKAHI C409 - Lush Remodel, View, Dual AC From US $337
         

|
10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Maui Vista 1120 From US $301
         

|
10.0 (2 Reviews)
Apartment
  • Parking
  • Accessibility
  • Security/Safety
Pro Tip: Naramatawineries makes it easy to compare the best listings on Naramatawineries homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Naramatawineries homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Wailea Beach.

Weather in Wailea Beach

View the weather forecast for Wailea Beach before booking your Wailea Beach Vacation Rentals to confirm your best time to go.

December - February
High 82°F       Low 63°F
March - May
High 86°F       Low 66°F
June - August
High 90°F       Low 71°F
September - November
High 90°F       Low 66°F

Wailea Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Wailea Beach?
How many vacation rentals are available in Wailea Beach?

Currently, the total number of properties listed in 2026 is over 1102 in the Wailea Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Wailea Beach.