
Condo vacation rentals in Wailea
Find and book unique condos on Airbnb
Quick stats about condo rentals in Wailea

Total vacation rentals
Explore 1,410 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at ﺩ.ﺇ 404 per night before taxes and fees

Verified guest reviews
Over 43,650 verified reviews to help you choose

Family-friendly vacation rentals
820 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
1,360 properties feature pools

Rentals with dedicated workspaces
820 properties have a dedicated workspace

Wi-Fi availability
1,410 of Wailea vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailea rentals

4.8 Average rating
Wailea stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated condo rentals in Wailea
Guests agree: these condos are highly rated for location, cleanliness, and more.

Mana Kai Palms Oceanfront Condo: Keawakapu Beach
Welcome to Mana Kai Palms Our luxurious, newly renovated condominium is located on Keawakapu Beach, named Maui's best for its pristine sand, clear waters, and abundant marine life. The Mana Kai Resort offers a wide range of amenities and with only 100 units, provides a warm, family feel. We are conveniently located minutes from all South Maui has to offer. Hosted by Tracy O'Reilly, a Superhost and #1 rated rental agent on Maui. Do as much as you want or as little as you desire at Mana Kai Palms
ValueFamilyAir conditioning

A.R.A Retreats: The Molokini
FULLY Renovated Summer 2023! Nicknamed “Molokini” this condo has stunning ocean view front and center of Molokini, you can witness multiple humpbacks jumping and playing during whale season from the comfort of your own private lanai. This condo is located in Wailea Ekolu in the well-known luxury resort community of Wailea. It offers a beautiful space for you to unwind after you spend all day taking in the sunshine around the island. Sit and enjoy your coffee whilst taking in our amazing views
LocationValueBeach

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC
Wailea Ekahi is a luxurious resort fronting onto beautiful Keawakapu Beach with acres of tropical grounds and 4 pools. Unit 16B is a mid property, renovated ground floor ocean view studio unit (500 sq feet) with a King sized bed, walk in shower and full kitchen. Enjoy your morning coffee and meals from the peaceful, shaded lanai which opens onto the lush greenspace and gardens while enjoying ocean views. A short walk to the beach, pools, luxury shopping, highend dining and golf courses.
FamilyValueAmenities

Romantic, Luxury Retreat w/Ocean View-Couples Only
Luxury accommodations in the heart of Wailea, Maui. Our condo has lovely ocean views, views of the lush tropical gardens and the pool. Sunset views from the lanai are stunning. Gourmet kitchen. 2 HD TVs, Bose sound system, AC, washer/dryer in unit, complimentary assigned parking. If our condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525 Our condo is not suitable for children or infants.
LocationValueQuiet

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei. Our condo is designed with a modern surf feel in mind, welcome to the beach! If you enjoy Wailea's 5 star resorts right down the beach, but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best PM in Maui, Tracy O'Reilly to take amazing care of you!
LocationFamilyLayout

Large 1BR, Palms at Wailea, Pool, Walk to Beach
MODERN CONDO WITH ATTENTION TO DETAIL! Our bright, modern island condo awaits you! Breathe easy knowing that you have everything at your fingertips. Enjoy your morning coffee on the large lanai. Pack a beach bag and head to one of the best beaches just a 10 minute walk away. Explore the Shops at Wailea. You will feel right at home cooking in our fully equipped kitchen. Close out your day by watching the sunset from the pool area and then stargazing on the lanai. Then repeat!
FamilyLocationAir conditioning

Ekahi Ocean Studio: Wailea Paradise by the Beach
Ekahi Ocean Studio is perfectly located in the lower village of Wailea Ekahi (ground floor), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat. You can spend your days lounging at the beach or oceanfront pool, running along the nearby beachfront pathway, exploring nearby Wailea restaurants and resorts or enjoying our cook's kitchen and your private Lanai.
FamilyValueIndoor spaces

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!
This is the one you've been waiting for! Perfect for families, couples, or anyone who loves to spread out, this 1700 sq ft Grand Champions 3 bedroom has been painstakingly remodeled with luxury finishes throughout. Two kings, two pull-out queens, plus...bunk beds! Nestled in the most peaceful corner of the resort, boasting stunning ocean views from the lanai, and minutes away from Wailea beaches, restaurants, and shopping, this is truly what Maui vacation dreams are made of!
ValueFamilyWalkability

*Last Minute Deal*Luxurious*2b/2b OceanView Wailea
This ground floor 1071 square foot unit is situated just above the 11th fairway of the Wailea Blue Course. The living room and master bedroom have private lanais that step out to a relaxing open lawn with sweeping ocean views. Features include AC throughout the property, bamboo floors throughout, brand new tile in the master bathroom, granite counter tops, and cherry cabinets. Tastefully decorated this spacious condo truly has everything you will need!
LocationValueLong stay

Oceanfront Mana Kai Penthouse..Heaven meets Earth!
Wake up to breathtaking, panoramic north-to-south ocean views from the Mana Kai’s top-floor penthouse level, just steps from Keawakapu Beach—2.75 miles of Wailea’s longest sandy shoreline at your door. Snorkel, swim, paddleboard, body surf, or watch whales from your private 200 sq. ft. lanai. This spacious 2-bedroom, 2-bath oceanfront suite sleeps four, with two king beds and a beautifully updated private bathroom for each bedroom.
FamilyLocationOutdoor spaces

Wailea Ekolu Village 2/2 with stunning ocean view!
Beautiful, spacious, modern 2/2 condo located in the heart of the Wailea Resort area with gorgeous, far-reaching ocean and island views, and surrounded by brilliant, lush, flowery grounds. Super-close to dining, golf, shopping, and only a short stroll to award-winning Wailea and Ulua beaches! Please note that this Wailea Resort condo has received government approval to operate as a vacation rental for the next 5 years.
FamilyLocationAmenities

*Fully Remodeled* Modern Island Style*
I am looking forward to hosting you at the Palms at Wailea 606 and making your vacation fun and enjoyable. The Palms is an upscale community that offers you great shopping, dining, golfing, world-class resorts, and beaches all within a few minutes. I offer you a clean, comfortable and memorable stay on the island. I want to make your Maui dreams come true! Mahalo and looking forward to seeing you! -Aini
ValueFamilyPool
Popular amenities for Wailea condo rentals
Condo rentals with a pool

Spacious 3bd on Golf Course I Grand Champions 105
FamilyValueWalkability

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views
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Luxury Condo w/wide Ocean View (Palms at Wailea)!
LocationValueIndoor spaces

Maui Wailea Brand New Modern Spacious Condo
LocationFamilyCheckout

Luxury Vacationing Modern Condo Sept Specials
FamilyValueCleanliness

Very Comfortable Kamaole Sands Condo Sleeps 4
FamilyLocationQuiet

Grand Champions 169 Beautiful 3 BR on the Fairway!
LocationFamilyLaundry

Luxurious Condo in South Kihei
LocationValueDecor
Weekly condo rentals

Maui's Best - Wailea Ekahi 47A
LocationValueComfort

3BR spacious Condo with Ocean View in top location
FamilyLocationParking

Ekahi 22C Toes in the Sand in Under 2 Minutes
ValueFamilyHospitality

Elua 1310 Oceanfront -Family Managed-Remodeled9/25
LocationFamilyWalkability

Tropical Escape to Wailea with Stunning Oceanview
ValueLocationAccuracy

Wailea Ekolu 1204 - Modern, Ocean View, Split AC !
LocationIndoor spacesParking

Luxe 2bed Wailea, 5-min walk to beach, ocean view,
LocationValueAccess

Beautiful Palms at Wailea Condo!
FamilyLocationNearby
Pet-friendly condo rentals

Sleeps 8 Ocean View 3bth Kamaole Beach HOT TUB
FamilyLocationPool

Ocean View Superior Deluxe - 200
FamilyValueComfort

Walk to Kam Beach! King Bed, Pools, Pet Friendly.
ValueFamilyBathroom

Lava Shack | 1BR • 2ACs • 250 Steps to Kam 2 Beach
FamilyValueWalkability

*Rare Find* Quiet Ocean View Condo in Sunny Kihei
LocationFamilyParking

Steps to Beach Sand & Surf
LocationValueAmenities

Oceanfront renovated luxury-best location! SBR 404
FamilyValueCheck-in

Ocean View! Modern, Walk to Beach, Shops, & Pool!
FamilyValueParking
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,351 | ﺩ.ﺇ 1,377 | ﺩ.ﺇ 1,274 | ﺩ.ﺇ 1,083 | ﺩ.ﺇ 1,003 | ﺩ.ﺇ 1,003 | ﺩ.ﺇ 955 | ﺩ.ﺇ 922 | ﺩ.ﺇ 889 | ﺩ.ﺇ 922 | ﺩ.ﺇ 1,080 | ﺩ.ﺇ 1,311 |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
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