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

Total holiday rentals
Explore 250 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at £81 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 & child-friendly amenities

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
250 of Wailea holiday rentals include wifi 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.

Family Oceanview | Beach Gear + Beach Access
Make family memories in this top-floor ocean-view condo in Kihei. Enjoy Pacific views, ocean breezes, year-round sunsets, and seasonal whale watching from the private lanai. Just steps away, the beach across the street is ideal for morning walks, beachcombing, dipping your feet in the water, and sunset strolls. The shallow, rocky shoreline is not ideal for swimming, but some of South Maui’s favorite swimming beaches are just a short drive away. A comfortable home base for Maui adventures nearby.

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 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.

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

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.

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.

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.
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

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

Wailea Ocean View Escape

Spacious 3BR/2BA Condo in Wailea

Wailea Escape/Golf Views, Beaches & Family Comfort

Wailea Ekahi Ocean View Unit | Walk to Beach | AC

Kihei Maui Getaway

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

Beautiful Wailea-Perfect Getaway
Private apartment rentals

Maui New Modern Ocean View Condo, walk to beach!

Island condo w/ beach access & pool

Tropical Beachfront Paradise

Partial Ocean View King Condo at Maui Vista Kihei

Maui Banyan condo w/ BBQ grill and pool

Mavi Bay luxury ocean view condo

Family Friendly Loft Style Kihei Condo 2BD/2BA

Let's Do Sunset On Maui! 1 Minute Walk to Beach
Apartment rentals with a hot tub

Wailea Large Ocean View Condo

Stunning Luxury Oceanview Condo

Summer Special / King Bed - Closest to Ocean!

Newly Remodeled Ocean View Condo

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

Steps to Charley Young Beach • Remodeled• Pool •AC

Premier Poolside Villa at Kihei Bay Vista (D202)

Lowest rates in Wailea right now! Spacious 5-star
Destinations to explore
- Beach apartment rentals Wailea
- Beach house rentals Wailea
- Rentals with a sauna Wailea
- Townhouse rentals Wailea
- Apartment rentals Wailea
- Rentals with beach access Wailea
- House rentals Wailea
- Luxury rentals Wailea
- Rentals with pools Wailea
- Rentals with a kayak Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Waterfront rentals Wailea
- Villa rentals Wailea
- Family-friendly rentals Wailea
- Hotel rooms Wailea
- Flat rentals Wailea
- Flat rentals Maui County
- Flat rentals Hawaii
- Flat rentals United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Maui Vista Condominium
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Big Beach
- Black Rock Beach
- Black Sand Beach
- Haleakala National Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- 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
- Kahana Beach





