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Vacation Condos in Wailea

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Condo rentals in Wailea: Recommended rentals

Condo rentals in Wailea: find your perfect rental from just $196 per night!

Condo Wailea
Apr 16 - Apr 23
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Pool, Barbecue & Terrace

Wailea, Wailea-Makena, Hawaii, United States
$384
per night
Outstanding(71 ratings)
$384
per night
View deal
Condo Wailea
Apr 9 - Apr 16
Condo ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Pleasant Condo with Pool, Terrace & BBQ | Beach Nearby

Wailea, Wailea-Makena, Hawaii, United States
$264
per night
Outstanding(97 ratings)
$264
per night
View deal
Condo Wailea
Aug 16 - Aug 23
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Terrace, Heated Pool & Garden | Mountain View

Wailea, Wailea-Makena, Hawaii, United States
$487
per night
Outstanding(53 ratings)
$487
per night
View deal
Condo Wailea
Jun 28 - Jul 5
Condo ∙ 4 guests ∙ 2 bedrooms

Family-Oriented Beautiful Condo with Barbeque, Yard & Pool | Beach Nearby

Wailea, Wailea-Makena, Hawaii, United States
$244
per night
Outstanding(204 ratings)
$244
per night
View deal
Condo Wailea
-28%
May 3 - May 10
Condo ∙ 4 guests ∙ 1 bedroom

Condo with Pool, Jacuzzi & Barbeque

Wailea, Wailea-Makena, Hawaii, United States
$461$234
per night
Excellent
$461$234
per night
View deal
Condo Wailea
Aug 30 - Sep 6
Condo ∙ 2 guests ∙ 2 bedrooms

Condo with Sauna, Garden & Barbeque | City View | Perfect for Remote Work

Wailea, Wailea-Makena, Hawaii, United States
$235
per night
Outstanding(93 ratings)
$235
per night
View deal
Condo Wailea
May 27 - Jun 3
Condo ∙ 4 guests ∙ 1 bedroom

Fully Equipped Lovely Condo with Pool, BBQ & Yard | Beach Nearby

Wailea, Wailea-Makena, Hawaii, United States
$335
per night
Outstanding(50 ratings)
$335
per night
View deal
Condo Wailea
May 1 - May 8
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Pool, Terrace & Barbeque

Wailea, Wailea-Makena, Hawaii, United States
$719
per night
Outstanding(117 ratings)
$719
per night
View deal
Condo Wailea
Jun 3 - Jun 10
Condo ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Condo with Terrace, Grill & Pool | Next to the Beach

Wailea, Wailea-Makena, Hawaii, United States
$366
per night
Outstanding(36 ratings)
$366
per night
View deal
Condo Wailea
-25%
Mar 31 - Apr 7
Condo ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Charming Condo with Pool, Terrace & Grill | Close to the Beach

Wailea, Wailea-Makena, Hawaii, United States
$367$281
per night
Outstanding(36 ratings)
$367$281
per night
View deal
Condo Wailea
-34%
Dec 5 - Dec 12
Condo ∙ 8 guests ∙ 3 bedrooms

Child-Friendly Condo with Patio, Pool & Yard | Suitable for Remote Work

Wailea, Wailea-Makena, Hawaii, United States
$863$583
per night
Outstanding(24 ratings)
$863$583
per night
View deal
Condo Wailea
-29%
Mar 1 - Mar 8
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with BBQ, Yard & Terrace | Nature View

Wailea, Wailea-Makena, Hawaii, United States
$961$379
per night
Excellent(25 ratings)
$961$379
per night
View deal
Condo Wailea
-22%
Apr 20 - Apr 27
Condo ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Condo with Grill & Pool

Wailea, Wailea-Makena, Hawaii, United States
$614$513
per night
Outstanding(72 ratings)
$614$513
per night
View deal
Condo Wailea
-55%
Apr 9 - Apr 16
Condo ∙ 4 guests ∙ 2 bedrooms

Child-Friendly Pleasant Condo with Heated Pool | Nature View | Close to the Beach

Wailea, Wailea-Makena, Hawaii, United States
$739$393
per night
Outstanding(111 ratings)
$739$393
per night
View deal
Condo Wailea
-40%
Oct 31 - Nov 7
Condo ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Condo with Terrace & Pool | Next to the Beach

Wailea, Wailea-Makena, Hawaii, United States
$441$301
per night
Outstanding(95 ratings)
$441$301
per night
View deal
Show all 4,409 properties

Popular amenities for Condo rentals in Wailea

Find the perfect home for your stay

Condos with pools

Condos with pools

Condos with air conditioning

Condos with air conditioning

Condos with kitchen

Condos with kitchen

Condos with parking

Condos with parking

Top-rated condos in Wailea

Browse our top rated condos offers

Condo Wailea
May 26 - Jun 2
-52%
$773
$435
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Grill, Yard & Pool

5.0
Outstanding(98 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal
Condo Wailea
Jun 3 - Jun 10
-52%
$639
$398
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Barbeque & Pool | Nature View

5.0
Outstanding(67 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal
Condo Wailea
Apr 9 - Apr 16
$238
per night
Condo ∙ 3 guests ∙ 2 bedrooms

Fully Equipped Charming Condo with Grill & Pool | Next to the Beach

4.7
Excellent(36 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal

Best Deals and Discounts on Condos

Save up to 45%

Condo Wailea
Jul 1 - Jul 8
-25%
$254
$196
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Child-Friendly Beautiful Condo with Terrace, Pool & Barbeque | Close to the Beach

4.8
Outstanding(54 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal
Condo Wailea
Aug 23 - Aug 30
-45%
$745
$365
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Charming Condo with Barbecue & Pool | Beach Nearby

4.9
Outstanding(59 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal
Condo Wailea
Dec 6 - Dec 13
-21%
$539
$348
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Condo with Barbecue & Pool | Next to the Beach

4.9
Outstanding(51 ratings)
Wailea, Wailea-Makena, Hawaii, United States
View deal

Budget-friendly condos in Wailea

Our top value vacation rentals for condos

Condo Wailea
Dec 15 - Dec 22
-62%
$596
$291
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with Terrace, Fast Internet & Jacuzzi | Mountain View

Wailea, Wailea-Makena, Hawaii, United States
View deal
Condo Wailea
May 31 - Jun 7
-42%
$630
$396
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Children-Friendly Wonderful Condo with Pool, Sauna & Barbeque | Garden View | Beach Nearby

Wailea, Wailea-Makena, Hawaii, United States
View deal
Condo Wailea
May 3 - May 10
-25%
$553
$416
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with Barbecue, Hot Tub & Pool

4.9
Outstanding(21 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Free cancellation
View deal

Condos with Balconies

Condo  Wailea
Dec 13 - Dec 20
-28%
$604
$403
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Family-Friendly Nice Condo with Heated Pool | Next to the Beach

4.9
Outstanding(122 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony
View deal
Condo  Wailea
Jan 14 - Jan 21
-22%
$496
$374
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Condo with Yard, Barbeque & Patio | Mountain View | Beach Nearby | Perfect for Remote Work

5.0
Outstanding(2 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony
View deal
Condo  Wailea
Feb 19 - Feb 26
$1,096
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Children-Friendly Pleasant Condo with Heated Pool, Garden & Grill | Nature View | Next to the Beach

4.9
Outstanding(57 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony
View deal
See all offers

Condos with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Condo Wailea
Sep 1 - Sep 8
-61%
$1,118
$437
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Condo with Barbeque, Yard & Pool

Wailea, Wailea-Makena, Hawaii, United States
Free cancellation
View deal
Condo Wailea
Apr 22 - Apr 29
-60%
$957
$362
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with Terrace, Pool & Hot Tub

Wailea, Wailea-Makena, Hawaii, United States
View deal
Condo Wailea
Sep 1 - Sep 8
-61%
$1,277
$431
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Child-Friendly Ample Condo with Barbecue, Jacuzzi & Pool | Water View

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

Condos in Wailea for Any Type of Traveler

Looking for cabins to accommodate a big group in Wailea?

HomeToGo offers many Condos in Wailea with 8+ bedrooms and 7+ bathrooms. Find wonderful Condos for large groups in Wailea, complete with private pool, big kitchen, and lots of space to enjoy. September is the most affortable time to stay in Wailea with a large group, when nightly prices for Condos will range from $451 to $796 per night. Start browsing the available cabins for 8+ people and plan the perfect getaway!

Searching for a private trip in Wailea with your loved one?

Book cozy Condos in Wailea for a romantic trip, equipped with jacuzzi, sauna, and a wonderful view of Wailea's surrounding scenery. You can find lots of fun things to try with your partner on your couples trip, including hiking, swimming, biking, and many other outdoor activities. The most affordable time to book is September with prices starting at $196 per day. Browse HomeToGo's best Condos for couples in Wailea today!

Information about Condo rentals in Wailea

🏡 Condos available 4,409 rentals
💳 Possible discounts up to 45%
🌙 Nightly prices starting at $196
⭐ Popular amenities Hot tub, Crib and Non-smoking
🏊 Condos with pools 3,646 homes

Condo rentals in Wailea: frequently asked questions

Condo rentals in Wailea: What is the price per night for a stay?

You can get an incredible rental from $451 and find discounts up to 45%!

Condo rentals in Wailea: is there a good selection of vacation rentals for groups of guests?

Condo in Wailea on average fits 5 guests.

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