Best Resorts in Wailea - HomeToGo base64Hash Best Resorts in Wailea - HomeToGo

Best Resorts in Wailea

Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Condo
    • House
    • Apartment

  • Rating

    • 4.5+
    • 4+

  • Bedrooms

    • Any
    • 1 bedroom
    • 2+ bedrooms

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • Air conditioning
    • Kitchen
    • Parking
    • Balcony/patio
    • WiFi
    • Washing machine
    • TV
    • Microwave
    • Dishwasher
    • Yard
    • Hot tub
    • Crib
    • Sauna
    • Fireplace
    Show more

  • Accommodation type

    • No smoking
    • No pets
    • Pet-friendly
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Resorts in Wailea: Recommended rentals

Resorts in Wailea: find your perfect rental from just $241 per night!

Resort Wailea
Resort ∙ 127 guests ∙ 1 bedroom

Child-friendly spacious resort with sauna, hot tub & yard | Close to the beach | Perfect for remote work | Pets are welcome

Wailea, Wailea-Makena, Hawaii, United States
from $829
per night
Excellent
from $829
per night
View deal
Resort Wailea
Resort ∙ 8 guests ∙ 3 bedrooms

Resort with BBQ, private pool & jacuzzi | Next to the beach

Wailea, Wailea-Makena, Hawaii, United States
from $2,880
per night
from $2,880
per night
View deal
Resort Wailea
Resort ∙ 6 guests ∙ 3 bedrooms

Wonderful resort with pool, jacuzzi & BBQ | Close to the beach

Wailea, Wailea-Makena, Hawaii, United States
from $2,885
per night
from $2,885
per night
View deal
Resort Wailea
Resort ∙ 6 guests ∙ 3 bedrooms

Resort with pool, BBQ & hot tub

Wailea, Wailea-Makena, Hawaii, United States
from $2,016
per night
from $2,016
per night
View deal
Resort Wailea
Resort ∙ 6 guests ∙ 3 bedrooms

Lovely resort with barbecue, pool & hot tub | Close to the beach

Wailea, Wailea-Makena, Hawaii, United States
from $1,757
per night
from $1,757
per night
View deal
Resort Wailea
Resort ∙ 6 guests ∙ 3 bedrooms

Resort with BBQ, pool & hot tub | Close to the beach

Wailea, Wailea-Makena, Hawaii, United States
from $1,731
per night
from $1,731
per night
View deal
Resort Wailea
Resort ∙ 8 guests ∙ 3 bedrooms

Resort with BBQ, hot tub & pool | Next to the beach

Wailea, Wailea-Makena, Hawaii, United States
from $4,498
per night
from $4,498
per night
View deal
Resort Wailea
Resort ∙ 8 guests ∙ 3 bedrooms

Resort with pool, hot tub & garden

Wailea, Wailea-Makena, Hawaii, United States
from $3,774
per night
from $3,774
per night
View deal
Resort Wailea
Resort ∙ 6 guests ∙ 3 bedrooms

Resort with pool & barbecue

Wailea, Wailea-Makena, Hawaii, United States
from $1,876
per night
from $1,876
per night
View deal
Resort Wailea
Resort ∙ 127 guests ∙ 1 bedroom

Resort with pool, BBQ & terrace

Wailea, Wailea-Makena, Hawaii, United States
from $430
per night
from $430
per night
View deal
Resort Wailea
Resort ∙ 127 guests ∙ 1 bedroom

Resort with BBQ, pool & patio

Wailea, Wailea-Makena, Hawaii, United States
from $427
per night
Very good
from $427
per night
View deal
Resort Wailea
Resort ∙ 127 guests ∙ 1 bedroom

Resort with terrace, jacuzzi & BBQ

Wailea, Wailea-Makena, Hawaii, United States
from $688
per night
from $688
per night
View deal
Resort Wailea
Resort ∙ 127 guests ∙ 1 bedroom

Ample resort with hot tub, pool & barbecue

Wailea, Wailea-Makena, Hawaii, United States
from $391
per night
from $391
per night
View deal
Resort Wailea
Resort ∙ 8 guests ∙ 3 bedrooms

Resort with terrace, jacuzzi & pool | Beach nearby

Wailea, Wailea-Makena, Hawaii, United States
from $1,801
per night
from $1,801
per night
View deal
Resort Wailea
Resort ∙ 8 guests ∙ 1 bedroom

Resort with sauna, garden & barbecue | Garden view | Suitable for remote work

Wailea, Wailea-Makena, Hawaii, United States
from $2,108
per night
Outstanding(37 ratings)
from $2,108
per night
View deal
Show all 399 properties

Popular amenities for Resorts in Wailea

Find the perfect home for your stay

Resorts with pools

Resorts with pools

Resorts with air conditioning

Resorts with air conditioning

Resorts with kitchen

Resorts with kitchen

Resorts with parking

Resorts with parking

Top-rated resorts in Wailea

Browse our top rated resorts offers

Resort Wailea
from $941
per night
Resort ∙ 3 guests ∙ 1 bedroom

Resort with pool, patio & yard | Sea view | Close to the beach | Good for workation | Pets are welcome

4.6
Excellent(985 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal
Resort Wailea
from $963
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with garden, sauna & fast internet | Sea view

4.6
Excellent(985 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal
Resort Wailea
from $878
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with terrace, pool & sauna | Sea view

4.5
Excellent(939 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal

Budget-friendly resorts in Wailea

Our top value vacation rentals for resorts

Resort Wailea
from $4,385
per night
Resort ∙ 8 guests ∙ 1 bedroom

Resort with patio, yard & private pool | Sea view | Perfect for remote work

4.8
Outstanding(4 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal
Resort Wailea
from $3,764
per night
Resort ∙ 6 guests ∙ 1 bedroom

Child-friendly lovely resort with private pool, yard & terrace | Sea view | Next to the beach | Perfect for remote work

4.8
Outstanding(4 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal
Resort Wailea
from $1,060
per night
Resort ∙ 4 guests ∙ 1 bedroom

Charming resort with terrace, pool & garden | Close to the beach

4.4
Very good(933 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal

Stay Cool: Resorts with Air Conditioning

Resort Wailea
from $969
per night
Resort ∙ 4 guests ∙ 1 bedroom

Nice resort with sauna, garden & pool | Garden view | Beach nearby

4.4
Very good(933 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Air conditioning
View deal
Resort Wailea
from $973
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with garden, pool & patio | Beach nearby

4.4
Very good(933 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Air conditioning
View deal
Resort Wailea
from $1,024
per night
Resort ∙ 4 guests ∙ 1 bedroom

Charming resort with pool, terrace & sauna | Garden view | Beach nearby

4.4
Very good(933 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Air conditioning
View deal
See all offers

Soak Up the Sun: Resorts with Patios

Resort Wailea
from $1,540
per night
Resort ∙ 4 guests ∙ 1 bedroom

Family-oriented resort with patio, garden & pool | Garden view | Beach nearby

4.8
Outstanding(980 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
View deal
Resort Wailea
from $862
per night
Resort ∙ 4 guests ∙ 1 bedroom

Children-friendly charming resort with terrace, sauna & garden | Sea view | Next to the beach

4.7
Excellent(963 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
View deal
Resort Wailea
from $941
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with garden, terrace & pool | Garden view

4.7
Excellent(963 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
View deal
See all offers

Resorts with Balconies

Resort Wailea
from $5,128
per night
Resort ∙ 10 guests ∙ 1 bedroom

Fully equipped resort with sauna, fast internet & private pool | Sea view | Close to the beach | Suitable for remote work | Pets allowed

4.6
Excellent(985 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony
View deal
Resort Wailea
from $958
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with sauna, patio & fast internet | Garden view

4.6
Excellent(985 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony
View deal
Resort Wailea
from $992
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with garden, terrace & pool | Close to the beach | Suitable for remote work | Pet-friendly

4.6
Excellent(985 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony
View deal
See all offers

Resorts with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Resort Wailea
from $904
per night
Resort ∙ 2 guests ∙ 1 bedroom

Children-friendly resort with pool, hot tub & sauna | Close to the beach

Wailea, Wailea-Makena, Hawaii, United States
View deal
Resort Wailea
from $801
per night
Resort ∙ 2 guests ∙ 1 bedroom

Charming resort with garden, sauna & jacuzzi | Next to the beach

Wailea, Wailea-Makena, Hawaii, United States
View deal
Resort Wailea
from $1,065
per night
Resort ∙ 2 guests ∙ 1 bedroom

Family-friendly beautiful resort with sauna, garden & hot tub | Next to the beach

Wailea, Wailea-Makena, Hawaii, United States
View deal

Resorts in Wailea for Any Type of Traveler

Traveling with a medium-sized or large group in Wailea?

HomeToGo offers many Resorts in Wailea that can accommodate ten or more guests and many bathrooms. Find unique Resorts for big groups in Wailea, complete with private pool, large kitchen, and plenty of space to relax. August is the most affortable time to stay in Wailea with a big group, when nightly prices for Resorts will range from $524 to $616 per night. Start browsing our available Resorts for large groups and plan the perfect getaway!

Planning a private getaway in Wailea with your partner?

Browse amazing Resorts in Wailea for a romantic getaway, complete with hot tub, sauna, and a wonderful view of Wailea's stunning scenery. There are many exciting activities to do with your partner during your private trip, including hiking, swimming, biking, and many other outdoor activities. The cheapest time to book is August with prices starting at $245 per night. Browse HomeToGo's best offers for romantic retreats in Wailea today!

Information about Resorts in Wailea

🌙 Nightly prices starting at $245
⭐ Popular amenities Pool, Internet and Non-smoking
🐾 Pet friendly homes 71 homes
🏊 Resorts with pools 356 homes
172,341 reviews
Wailea vacation rentals have an average rating of 4.5/5 on 172,341 reviews left by travelers.

Resorts in Wailea: frequently asked questions

Resorts in Wailea: What is the cost per night of stay?

You can get a great vacation home for somewhere between $524 and $616 and find discounts up to 10%!

Top resorts Spots in Wailea

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