
Apartment vacation rentals in Wailea
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Wailea

Total vacation rentals
Explore 250 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 5,390 verified reviews to help you choose

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

Vacation rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
250 of Wailea vacation rentals include wi-fi access

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

4.9 Average rating
Wailea stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated apartment rentals in Wailea
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Go Golfing from a Peaceful Apartment in a Beach Community
Unit #903 – Key Features Garden views, ground floor A/C (3 zones) Lanai seating Quiet Updated appliances; washer/dryer Primary: king bed Second: twins (convert to king) Sleeper sofa Kitchen TV, Wi-Fi Free U.S./Canada calls Amenities Beach chairs, umbrella, boards, cooler, towels Baby gear: Pack ’n Play Pool, hot tubs Location Wailea—near beaches, golf, shops, dining. Keawakapu Beach is a short walk. Guest Support On-island contact after booking. Parking Dedicated space + guest parking.
LocationFamilyNearby
4.88 out of 5 average rating, 173 reviews
*Last Minute Deal * Fully Remodeled, Luxury Condo
This is an exclusive, elegant, fully remodeled 650 sq ft condo in a fantastic location. Pools, hot tubs, tennis courts, BBQ /picnic areas, and beautiful Hawaiian greenery dot the grounds of this sought after complex. Sip a Mai Tai on your private lanai and admire the foliage below. Sink into your comfortable bed and marvel at the palm trees peeking through your windows. Appreciate the hardwood floors, tiled shower, and custom Hawaiian touches of this luxury unit. The perfect vacation awaits.
LocationValueDecor
4.87 out of 5 average rating, 227 reviews
Updated 1st Floor Maui condo
A welcoming 1st floor, one bedroom 723 sq ft condo at Kihei Kai Nani complex across from beautiful Kamaole II beach, in Kihei. It is recently updated, fully furnished and equipped with full kitchen, Queen size bed and a crib for an infant and a twin air mattress (no sofa-bed). NOTE: The Kihei Kai Nani resort has been zoned as a Hotel / Business Resort since it was built in the 70's. It is not one of the resorts being targeted by current legislation to curb Short Term Rentals on Maui.
FamilyLocationWalkability
4.76 out of 5 average rating, 132 reviews
Couples Getaway | Garden View, Beach Gear + Tennis
Enjoy a peaceful stay in our ground floor studio, surrounded by garden views of the tennis court. Comfortable and thoughtfully equipped, it features a full kitchen so you can easily enjoy meals at home. Set in a quieter part of Kihei, you’ll be within easy walking distance of the beach for sunset strolls and Monsoon Restaurant just across the street. Relax by the pool, enjoy your own Maui retreat, and use this convenient home base for exploring South Maui and the rest of the island.
ValueLocationIndoor spaces
4.91 out of 5 average rating, 107 reviews
Luxurious Wailea Ocean Vistas
Completely remodeled. Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor, every amenity a Maui visitor could hope for is provided. Guests will fall in love with Wailea's beautiful lushness while enjoying a charming well-designed hideaway. We have considered every detail to provide the most effortlessly luxurious stay possible. With beaches nearby and two pools onsite, this island paradise has everything and more.
ValueLocationPool
4.98 out of 5 average rating, 108 reviews
Summer Special / King Bed - Closest to Ocean!
We're happy to assure you that our condo in South Maui is fully compliant and properly zoned for short-term rentals. Book with confidence! As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan.. We bought our condo with a long-term goal in mind.. retirement later but fun now. We ask that if you choose to stay with us that the rental agreement that will be sent to you is respected and followed. Welcome to paradise!
ValueLocationCheckout
4.91 out of 5 average rating, 418 reviews
Ocean Front With Ocean View! AC, King Bed, 2 Bath!
E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands of Molokini, Kahoolawe and Haleakala while enjoying your morning coffee, evening cocktail, or anytime meal. Walk along the beach and experience beautiful sunsets framed by swaying coconut palms.
LocationValueWalkability
4.93 out of 5 average rating, 163 reviews
Ocean Front Vibes Maui
Wake up to panoramic ocean views and end your day with sunsets from your private lanai in this top-floor corner condo at Haleakala Shores. Just steps to Kamaole Beach Park III with easy elevator access. Beautifully remodeled in 2020, fully stocked, and walkable to dining, shops & snorkeling. Light road noise possible. See more videos & details on social at oceanfrontvibesmaui Maui's airport code is OGG
ValueFamilySleep quality
4.96 out of 5 average rating, 203 reviews
Kamaole Sands 7-207-Stunning Remodel-Large Lanai
This 1 bedroom, 2 bathroom condo was just completely remodeled with beautiful modern finishes. The condo is located in Building 7 at Kamaole Sands and has a large lanai. PMI Maui manages many units in South Maui. Please let us know if you are interested in any of our units and we will send you the Airbnb link to view all of our listings and reviews.
LocationFamilyHot tub
4.94 out of 5 average rating, 119 reviews
Charley's Hideaway (Oceanfront)
Say Aloha to this 2 bedroom, attached beach bungalow built for family, friends and guests to relax and read, nap in the afternoon and play in the surf. Places like this have become a rarity in the islands, this charming, old Hawaiian house sits on a bluff overlooking the beach and predates a time before resorts and generic condo’s became the norm.
ValueLocationAmenities
4.91 out of 5 average rating, 136 reviews
Next to Beach, Foods & Shops - Updated w/ View!
Centrally located in south Downtown Kihei. The place is literally next to the world famous Kameole Beach, next to many restaurants, next to bakery, next to ice cream shop, next to bar, next to small market. Literally walk to everything. Your family will be close to everything when you stay at this centrally-located place.
LocationFamilyAmenities
4.95 out of 5 average rating, 224 reviews
Hawaiian-style 1 BR Condo - steps from the beach!
This beautifully decorated Hawaiian-style, first floor, one bedroom condo is the perfect place for you to stay during your vacation in Kihei, Hawaii. Located inside the Hale Kamaole resort and just across the street from Kamaole Beach Park III, this condo has the ideal location!
FamilyLocationWalkability
4.83 out of 5 average rating, 187 reviewsPopular amenities for Wailea apartment rentals
Weekly apartment rentals

The Whale Watch 208-Oceanfront Kihei
FamilyLocationAir conditioning
4.88 out of 5 average rating, 140 reviews
Taxes Included Kihei Akahi C105 5 Star Reviews
ValueLocationWifi
4.95 out of 5 average rating, 129 reviews
Wailea Ocean View Escape
LocationFamilyAccuracy
4.98 out of 5 average rating, 63 reviews
Kihei Maui Getaway
FamilyLocationCheck-in
4.99 out of 5 average rating, 94 reviews
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
LocationFamilyView
4.89 out of 5 average rating, 19 reviews
Lowest rates in Wailea right now! Spacious 5-star
LocationValueSleep quality
5.0 out of 5 average rating, 16 reviews
Wailea Escape/Golf Views, Beaches & Family Comfort
FamilyValueAir conditioning
5.0 out of 5 average rating, 27 reviews
Wailea Ekahi Ocean View Unit | Walk to Beach | AC
LocationFamilyAmenities
5.0 out of 5 average rating, 10 reviewsPrivate apartment rentals

Oceanview Condo 176
LocationPoolCleanliness
4.92 out of 5 average rating, 12 reviews
Luxe Wailea Getaway | Stunning Ocean Views
LocationPoolComfort
4.88 out of 5 average rating, 25 reviews
Honu Sunset Steps to the Beach!
LocationFamilyIndoor spaces
4.97 out of 5 average rating, 29 reviews
Maui Kamaole | Ocean Views, Pools & Beaches
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 10 reviews
Maui New Modern Ocean View Condo, walk to beach!
FamilyLocationNearby
4.91 out of 5 average rating, 11 reviews
Maui Banyan condo w/ BBQ grill and pool
LocationFamilyCondition
4.88 out of 5 average rating, 8 reviews
Tropical Beachfront Paradise
FamilyValueBeach
5.0 out of 5 average rating, 13 reviews
Beautiful Wailea-Perfect Getaway
FamilyValueHospitality
4.83 out of 5 average rating, 18 reviewsApartment rentals with a hot tub

Wailea Large Ocean View Condo
ValueLocationParking
4.89 out of 5 average rating, 111 reviews
Newly Remodeled Ocean View Condo
ValueFamilyDecor
4.9 out of 5 average rating, 250 reviews
Premier Poolside Villa at Kihei Bay Vista (D202)
LocationValueBathroom
4.91 out of 5 average rating, 130 reviews
Charming Studio steps to beach with washer/dryer
ValueFamilyQuiet
4.91 out of 5 average rating, 109 reviews
Steps to Charley Young Beach • Remodeled• Pool •AC
FamilyLocationAir conditioning
4.93 out of 5 average rating, 122 reviews
Stunning Luxury Oceanview Condo
FamilyLocationParks
4.9 out of 5 average rating, 193 reviews
Pacific Shores-Ocean View Top Floor-A/C All Rooms
LocationFamilyHeating
4.95 out of 5 average rating, 329 reviews
Maui Kihei One Bedroom - Steps from Ocean & Beach
LocationFamilyPool
4.95 out of 5 average rating, 22 reviewsWhen is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,278 | ﺩ.ﺇ 1,421 | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,183 | ﺩ.ﺇ 1,083 | ﺩ.ﺇ 1,021 | ﺩ.ﺇ 1,014 | ﺩ.ﺇ 970 | ﺩ.ﺇ 977 | ﺩ.ﺇ 977 | ﺩ.ﺇ 1,047 | ﺩ.ﺇ 1,256 |
| 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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