
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 G$23,014 GYD 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.

The Whale Watch 208-Oceanfront Kihei
HOTEL ZONED, NOT affected by new Hawai’i legislation banning 1/2 of Maui’s Airbnbs Next to Pacific Whale Sanctuary, this newly renovated 2bed, 2bath is a modern oceanfront oasis. On the 2nd floor, overlooking a heated pool with sweeping ocean, sunset, and mountain views. Steps away to a protected ancient Hawaiian beach perfect for snorkeling, viewing sea turtles and whales shopping, dining and sightseeing just moments away. Sip cocktails or grill out on the rooftop deck with 360* views of Maui.
4.88 out of 5 average rating, 139 reviews
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.
4.88 out of 5 average rating, 173 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.
4.76 out of 5 average rating, 132 reviews
Wailea Large Ocean View Condo
Experience Maui from your spacious retreat in the heart of Wailea. Enjoy ocean views, tropical breezes and beautiful sunsets from your covered lanai. Walk to The Shops at Wailea and restaurants, with golf and tennis nearby and Wailea Beach just a 5-minute drive. The bright, open-plan living area provides plenty of space to relax after exploring Maui. Skip the crowded hotel and enjoy the privacy of your own island home. Come experience the warmth of aloha and beauty of Wailea.
4.89 out of 5 average rating, 111 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.
4.98 out of 5 average rating, 108 reviews
Ocean View, 1 minute walk to the beach 2BR/2BA
You'll love this stylish newly renovated condo with stunning ocean view. Enjoy easy walks to everything you desire for the perfect Maui vacation. This truly is the best holiday location on the island. You'll love the neighborhood, the shopping, the beaches, 3 pools, sunsets, restaurants, cafes, bars, turtles & whales! You'll be staying directly opposite the famous Charley Young beach! In the cutest little beach town on island Complementary parking
4.9 out of 5 average rating, 343 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
4.96 out of 5 average rating, 202 reviews
OCEANFRONT, Prestigiously REMODELED Chic Condo**
An incredible beachfront location and boutique tranquility make this condo feel like your own luxury resort. Watch the waves tumble on shore as you sip your favorite cold beverage from your own private lanai facing the golden sands and turquoise waters of Kamaole I Beach. Lush garden areas, high ceilings, original artwork and a secluded feel make this unit the perfect getaway.
4.85 out of 5 average rating, 168 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.
4.91 out of 5 average rating, 136 reviews
Grand Champions - Ocean & Golf View, King Bed, A/C
We are located in the heart of Wailea at the Grand Champions Villas, close to Maui's best beaches and within walking distance to great restaurants, the Shops of Wailea and surrounded by Championship Golf Courses. Grand Champions is a serene 12-acre park-like resort next to the Wailea Tennis Club and Wailea Blue Golf Course.
4.92 out of 5 average rating, 133 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.
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!
4.83 out of 5 average rating, 187 reviewsPopular amenities for Wailea apartment rentals
Weekly apartment rentals

Peaceful, comfortable island home
4.9 out of 5 average rating, 151 reviews
Wailea Ocean View Escape
4.98 out of 5 average rating, 63 reviews
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
4.89 out of 5 average rating, 19 reviews
Wailea Escape/Golf Views, Beaches & Family Comfort
5.0 out of 5 average rating, 27 reviews
Newly Remodeled-Quiet Location-Well Equipped-AC
5.0 out of 5 average rating, 29 reviews
Beautiful Wailea-Perfect Getaway
4.83 out of 5 average rating, 18 reviews
Kihei Maui Getaway
4.99 out of 5 average rating, 93 reviews
Luxe Wailea Getaway | Stunning Ocean Views
4.88 out of 5 average rating, 25 reviewsPrivate apartment rentals

Maui New Modern Ocean View Condo, walk to beach!
4.91 out of 5 average rating, 11 reviews
Mavi Bay luxury ocean view condo
4.95 out of 5 average rating, 40 reviews
Honu Sunset Steps to the Beach!
4.97 out of 5 average rating, 29 reviews
Great Location! Chic Wailea Getaway (1st floor)
4.98 out of 5 average rating, 60 reviews
Stunning,Two Bd,Grd Fl,AC,wifi, pool, hot tub B108
4.89 out of 5 average rating, 65 reviews
Oceanview Condo 176
4.92 out of 5 average rating, 12 reviews
OCEAN FRONT modern 2BR 2BA, king bed, beach, pool!
5.0 out of 5 average rating, 34 reviews
Serene Wailea retreat | Near beaches | A/C
4.8 out of 5 average rating, 15 reviewsApartment rentals with a hot tub

Beautiful Studio Oasis Maui Banyan
4.85 out of 5 average rating, 141 reviews
Summer Special / King Bed - Closest to Ocean!
4.91 out of 5 average rating, 417 reviews
Newly Remodeled Ocean View Condo
4.9 out of 5 average rating, 250 reviews
Stunning Luxury Oceanview Condo
4.9 out of 5 average rating, 193 reviews
Family Oceanview | Pool + Hot Tub | Private Lanai
4.89 out of 5 average rating, 213 reviews
Steps to Charley Young Beach • Remodeled• Pool •AC
4.93 out of 5 average rating, 122 reviews
Pacific Shores-Ocean View Top Floor-A/C All Rooms
4.95 out of 5 average rating, 329 reviews
Steps to Beach! Renovated Oceanfront |Pool Hot Tub
4.95 out of 5 average rating, 165 reviewsWhen is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$72,809 GYD | G$80,968 GYD | G$73,227 GYD | G$67,369 GYD | G$61,720 GYD | G$58,163 GYD | G$57,745 GYD | G$55,234 GYD | G$55,653 GYD | G$55,653 GYD | G$59,628 GYD | G$71,554 GYD |
| 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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- Maui
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