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Resorts in Wailea

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Resorts in Wailea: Recommended rentals

Resorts in Wailea: find your perfect rental from just $185 per night!

Resort Wailea
-42%
Apr 22 - Apr 29
Resort ∙ 8 guests ∙ 3 bedrooms

Resort with Hot Tub, Terrace & Pool | Beach Nearby

Wailea, Wailea-Makena, Hawaii, United States
$2,445$1,440
per night
$2,445$1,440
per night
View deal
Resort Wailea
-88%
Apr 4 - Apr 11
Free cancellation
Resort ∙ 127 guests ∙ 1 bedroom

Children-Friendly Pleasant Resort with Jacuzzi, Garden & Sauna | Next to the Beach | Perfect for Remote Work | Pet-Friendly

Wailea, Wailea-Makena, Hawaii, United States
$4,894$1,456
per night
Excellent
$4,894$1,456
per night
View deal
Resort Wailea
May 4 - May 11
Resort ∙ 127 guests ∙ 1 bedroom

Resort with Terrace, Grill & Pool

Wailea, Wailea-Makena, Hawaii, United States
$432
per night
Very good
$432
per night
View deal
Resort Wailea
-25%
Apr 26 - May 3
Resort ∙ 6 guests ∙ 1 bedroom

Charming Resort with Pool, Jacuzzi & Grill

Wailea, Wailea-Makena, Hawaii, United States
$468$356
per night
$468$356
per night
View deal
Resort Wailea
May 1 - May 8
Resort ∙ 127 guests ∙ 1 bedroom

Resort with Barbeque, Terrace & Pool

Wailea, Wailea-Makena, Hawaii, United States
$367
per night
$367
per night
View deal
Resort Wailea
-58%
Apr 22 - Apr 29
Resort ∙ 127 guests ∙ 1 bedroom

Resort with Patio, Barbecue & Jacuzzi

Wailea, Wailea-Makena, Hawaii, United States
$1,176$634
per night
$1,176$634
per night
View deal
Resort Wailea
Mar 1 - Mar 8
Resort ∙ 3 guests ∙ 1 bedroom

Resort with Pool, Sauna & Terrace

Wailea, Wailea-Makena, Hawaii, United States
$1,229
per night
Outstanding(1000 ratings)
$1,229
per night
View deal
Resort Wailea
-39%
May 11 - May 18
Resort ∙ 8 guests ∙ 1 bedroom

Family-Oriented Resort with Yard, Terrace & Sauna | Sea View | Next to the Beach | Perfect for Remote Work

Wailea, Wailea-Makena, Hawaii, United States
$3,770$2,807
per night
Outstanding(37 ratings)
$3,770$2,807
per night
View deal
Resort Wailea
Jul 19 - Jul 26
Resort ∙ 4 guests ∙ 1 bedroom

Fully Equipped Beautiful Resort with Patio & Pool | Next to the Beach

Wailea, Wailea-Makena, Hawaii, United States
$185
per night
Good(2 ratings)
$185
per night
View deal
Resort Wailea
-45%
May 11 - May 18
Resort ∙ 8 guests ∙ 1 bedroom

Resort with Barbecue, Garden & Sauna | Garden View | Suitable for Remote Work

Wailea, Wailea-Makena, Hawaii, United States
$3,151$2,325
per night
Outstanding(37 ratings)
$3,151$2,325
per night
View deal
Resort Wailea
Resort ∙ 2 guests ∙ 1 bedroom

Hotel The Fairmont Kea Lani with Hot Tub, Pool & Sauna

Wailea, Wailea-Makena, Hawaii, United States
from $1,053
per night
from $1,053
per night
View deal
Resort Wailea
Resort ∙ 4 guests ∙ 1 bedroom

Family-Friendly Charming Resort with Terrace, Yard & Sauna | Garden View | Next to the Beach

Wailea, Wailea-Makena, Hawaii, United States
from $898
per night
Excellent(937 ratings)
from $898
per night
View deal
Resort Wailea
Apr 10 - Apr 17
Resort ∙ 4 guests ∙ 1 bedroom

Resort with Pool, Yard & Terrace | Garden View | Close to the Beach

Wailea, Wailea-Makena, Hawaii, United States
$264
per night
Very good(4 ratings)
$264
per night
View deal
Resort Wailea
Apr 12 - Apr 19
Resort ∙ 6 guests ∙ 2 bedrooms

Resort with Terrace & Pool | Beach View

Wailea, Wailea-Makena, Hawaii, United States
$307
per night
Excellent(4 ratings)
$307
per night
View deal
Resort Wailea
Dec 1 - Dec 8
Resort ∙ 4 guests ∙ 1 bedroom

Resort with Patio & Pool

Wailea, Wailea-Makena, Hawaii, United States
$290
per night
Outstanding(4 ratings)
$290
per night
View deal
Show all 390 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
Feb 21 - Feb 28
$2,494
per night
Resort ∙ 8 guests ∙ 1 bedroom

Resort with Pool, BBQ & Yard | Sea View

4.9
Outstanding(37 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal
Resort Wailea
May 1 - May 8
-17%
$386
$328
per night
Resort ∙ 10 guests ∙ 2 bedrooms

Children-Friendly Charming Resort with Grill, Yard & Pool | Beach Nearby

4.6
Excellent
Wailea, Wailea-Makena, Hawaii, United States
View deal
Resort Wailea
Apr 6 - Apr 13
$264
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Resort with Pool & Patio | Pool View | Beach Nearby

4.7
Excellent(4 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal

Best Deals and Discounts on Resorts

Save up to 73%

Resort Wailea
Apr 5 - Apr 12
-73%
$804
$216
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with pool, grill & yard

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

Budget-friendly resorts in Wailea

Our top value vacation rentals for resorts

Resort Wailea
Apr 15 - Apr 22
$1,077
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with Garden, Sauna & Pool | Garden View

4.5
Excellent(939 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal
Resort Wailea
Mar 10 - Mar 17
$1,402
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with yard, pool & terrace | Garden view

4.5
Excellent(939 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal
Resort Wailea
Jan 3 - Jan 10
$437
per night
Resort ∙ 6 guests ∙ 2 bedrooms

Resort with patio & pool | Sea view | Beach nearby

4.4
Very good(4 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal

Soak Up the Sun: Resorts with Patios

Resort  Wailea
Apr 4 - Apr 11
$264
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with Pool & Terrace | Beach View

4.4
Very good(4 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
View deal
Resort  Wailea
Mar 8 - Mar 15
$2,476
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with Patio, Pool & Sauna | Sea View

4.5
Excellent(937 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
View deal
Resort  Wailea
Mar 3 - Mar 10
$1,577
per night
Resort ∙ 3 guests ∙ 1 bedroom

Children-Friendly Resort with Pool, Patio & Yard | Garden View | Beach Nearby

4.8
Outstanding(1000 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
View deal
See all offers

Stay Cool: Resorts with Air Conditioning

Resort  Wailea
Mar 8 - Mar 15
$1,142
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with Sauna, Terrace & Pool | Sea View

4.5
Excellent(937 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Air conditioning
View deal
Resort  Wailea
Mar 8 - Mar 15
$1,402
per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort with Pool, Yard & Terrace | Garden View

4.5
Excellent(937 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Air conditioning
View deal
Resort  Wailea
Mar 8 - Mar 15
$1,142
per night
Resort ∙ 4 guests ∙ 1 bedroom

Family-Friendly Pleasant Resort with Garden, Terrace & Pool | Sea View | Close to the Beach

4.5
Excellent(937 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Air conditioning
View deal
See all offers

Resorts with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Resort Wailea
from $925
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with sauna, garden & hot tub

Wailea, Wailea-Makena, Hawaii, United States
View deal
Resort Wailea
from $1,932
per night
Resort ∙ 2 guests ∙ 1 bedroom

Resort with Pool, Jacuzzi & Garden

Wailea, Wailea-Makena, Hawaii, United States
View deal
Resort Wailea
Apr 5 - Apr 12
$750
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
Free cancellation
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. April is the most affortable time to stay in Wailea with a big group, when nightly prices for Resorts will range from $1,355 to $7,162 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 April with prices starting at $185 per night. Browse HomeToGo's best offers for romantic retreats in Wailea today!

Information about Resorts in Wailea

💳 Possible discounts up to 31%
🌙 Nightly prices starting at $185
⭐ Popular amenities Pool, Non-smoking and Air conditioning
🐾 Pet friendly homes 72 homes
🏊 Resorts with pools 371 homes

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 $1,355 and $7,162 and find discounts up to 31%!

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