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

Total holiday rentals
Explore 250 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $152 AUD per night before taxes and fees

Verified guest reviews
Over 5,390 verified reviews to help you choose

Family-friendly holiday rentals
140 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
250 of Wailea holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

Newly Remodeled Ocean View Condo
Hello and welcome to this newly refurbished and redesigned one-bedroom condominium, providing all the conveniences of home in the stunning paradise of Maui. This fully renovated condo, completed in 2021, includes a bathroom with an elegantly tiled walk-in shower and brand-new furnishings, brand new kitchen with appliances and everything you need to cook fine meals. The displayed price covers all taxes, cleaning, and resort fees—no additional charges will be added at the conclusion of your stay.

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.

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.

Beautiful Studio Oasis Maui Banyan
G210A - This one-bedroom/one bath studio is conveniently located on the 2nd Floor near the front entrance of the popular Maui Banyan, close to the pool, hot tub, barbecues, elevator, front office, and within a short walking distance from Kamaole Beach II and its beautiful sunsets! Many restaurants within walking distance as well. This small unit includes a compact fridge, microwave, coffee maker, toaster and a wall-unit AC. We also provide beach chairs and towels. Maui awaits your arrival!

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.

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.

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

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.

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.

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.

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.

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!
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Maui Banyan 1bd steps to beach & restaurants

Wailea Ocean View Escape

Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub

Beautiful Wailea-Perfect Getaway

Wailea Escape/Golf Views, Beaches & Family Comfort

Kihei Maui Getaway

Spacious 3BR/2BA Condo in Wailea

Newly Remodeled-Quiet Location-Well Equipped-AC
Private apartment rentals

Summer Special / One Bedroom- Closest to beach!

Stunning Sunsets & Ocean Views Every Day!

Lowest rates in Wailea right now! Spacious 5-star

Oceanview Condo 174

Kihei Condo 3 min Walk to Beach

Partial Ocean View King Condo at Maui Vista Kihei

Stunning,Two Bd,Grd Fl,AC,wifi, pool, hot tub B108

Maui Banyan condo w/ BBQ grill and pool
Apartment rentals with a hot tub

Wailea Large Ocean View Condo

Steps to Charley Young Beach • Remodeled• Pool •AC

Charming Studio steps to beach with washer/dryer

Family Oceanview | Pool + Hot Tub | Private Lanai

Stunning Luxury Oceanview Condo

Premier Poolside Villa at Kihei Bay Vista (D202)

Pacific Shores-Ocean View Top Floor-A/C All Rooms

Modern Maui Getaway
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $482 AUD | $536 AUD | $485 AUD | $446 AUD | $408 AUD | $385 AUD | $382 AUD | $366 AUD | $368 AUD | $368 AUD | $395 AUD | $474 AUD |
| 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 |
Destinations to explore
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- Maui
- Kaanapali Beach
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- Old Lahaina Luau
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- Kihei Kai Nani
- KOA Resort
- Kamaole Beach Park II
- Aston Mahana at Kaanapali
- Maui Ocean Center
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Hāmoa Beach
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