
Apartment vacation rentals in Wailea
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Wailea
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Private Top-Floor Apartment with Mountain and Ocean Views
Many units in the Palms only have air conditioning in the master bedroom. We substantially upgraded the unit (new floors, cabinets, appliances), and while we were at it we installed AC throughout the unit. -Unit #906 -Beautiful Views -End Unit on Second Floor Provides Awesome Privacy -Air conditioning throughout unit...3 zones -Private Lanai With It's Own Weber Gas BBQ -2 Lounge Chairs -Quiet Location -All New Appliances -Brand New Full Sized Washer And Dryer -Luxury King Bed In The Master Bedroom -2 Twin Beds In The Second Bedroom can Also be Converted into a King Sized Bed -Free WiFi Internet -Free Local And Long Distance Phone Calls Within US And Canada -Pullout Sleeper Sofa -Fully Equipped Kitchen With BBQ Platters And Utensils -Flat Screen TV In The Living Room -Pac-n-Play and Booster Seat for young ones -Keawakapu Beach just a short walk away -Tommy Bahama Beach Chairs -Boogie Boards -Beach Umbrella -Beach Coolers -Pool / Beach Towels -Large Pool Area -Hot Tubs The entire condo and grounds are yours to enjoy. Wonderful pool and spa just a 2 minute walk from the unit. My On-Island Representative is available when needed. She lives in Kiehi and is handles several units for me. You will receive her phone number and email address upon booking the unit. Rest assured someone is on call should you need help. If golf, shopping, and being pampered is the aim, then Wailea is ideal. Walk to Keawakapu, one of Maui’s best beaches, play at 3 championship courses at Wailea Golf Club, and choose from 3 top spas. For an ocean adventure, rent an outrigger canoe. One dedicated parking spot just outside the front door to your condo. Multiple first come first serve parking spaces 40 feet away from this spot. We provide beach gear (chairs, umbrella, boogie boards, cooler) and baby gear (booster seat, pack n play).

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.

Wailea Large Ocean View Condo
Enjoy the comfort and cleanliness of your own space. Located in the heart of Wailea, Grand Champions Villas is next to a golf course, tennis courts, a short walk from the Shops of Wailea, restaurants and a 5 minute drive to Wailea Beach. Open floor plan living area which opens to a covered lanai area for outdoor entertaining and dining with lush tropical, ocean views and stunning sunsets. Why stay in a crowded hotel when you can relax in the safety of your own large condo. Long stay discounts.

OCEANFRONT Luxury Condo *180° SWEEPING Ocean Views
*Please note, The MAXIMUM OCCUPANCY of this 2-bedroom unit is 6 people at all times. This includes adults, children, infants, and overnight guests. Between the white sand beaches of Kamaole I and II, lies the oasis that is the Royal Mauian. This ground floor, oceanfront, luxury 806 square foot unit opens up onto your very own private patio and grassy lawn. Complete with lounge chairs and outdoor seating, just steps from the turquoise waters of the Pacific Ocean, your paradise awaits.

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.

Spring Special / One Bedroom- Closest to beach!
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!

Maui Oceanfront Penthouse at Nani Kai Hale (609)
Bask in the breathtaking ocean views from our Maui penthouse! Centrally located, our beautifully remodeled suite offers full beachfront, ocean and pool access. The master bedroom features an incredibly comfortable California king bed with an en suite bathroom and stone walk-in shower. There is also a king size cozy sleeper sofa in the living room which has direct access to the second full bathroom. The modern kitchen is fully equipped with everything you need!

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

The Blue Door on Church Street | Vintage 1BR Villa
Experience authentic Maui at The Blue Door on Church Street, a renovated 1930s plantation home in historic Wailuku. This one-bedroom villa features a King-sized Nectar bed, memory foam sleeper sofa, spa-like bath, and a fully equipped bar area. Enjoy the on-site infrared sauna and walk to cafés, restaurants, and shops. Centrally located near ʻĪao Valley, beaches, and top Maui attractions—your perfect base for adventure and relaxation.

A.R.A Retreats: Garden Oasis
Nicknamed “Garden Oasis” for its beautiful little garden walk out off the Lanai onto a beautiful field. While it also has a amazing view of the pacific ocean the beautiful private walkout really set the tone for a relaxing and private oasis. Wailea Ekolu Village is a three-minute drive or 18 minute walk to the beautiful golden sands of Wailea Beach. The Shops at Wailea, Monkeypod Kitchen and so much more just a short walk away!

2BR Oceanview | Beach, Pool, Hot Tub, AC, Sleeps 5
Experience island living in our top-floor ocean-view condo in Kihei. Wake to ocean breezes and panoramic views. Recently updated with stylish touches, it offers comfort and charm for all. Enjoy whale watching in season and year round sunsets from the private lanai. Just steps from the beach, it's a serene escape—perfect for couples, friends, or families seeking a memorable Maui 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.
Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Tropical Beachfront Paradise

Wailea Escape/Golf Views, Beaches & Family Comfort

Updated 1st Floor Maui condo

Kihei Maui Getaway

Wailea Ocean View Escape

Charming Studio steps to beach with washer/dryer

Spacious 3BR/2BA Condo in Wailea

[Summer promotion]Chic Tropical Getaway
Private apartment rentals

Modern Chic Kihei Villa • 3-Min Walk to Ocean

Let's Do Sunset On Maui! 1 Minute Walk to Beach

*Newly Refurnished* Coastal Condo — Paia, Maui

Oceanfront Dream 2Bed/2Bath-Mana Kai Maui Resort

Oceanview Condo 174

Kihei Surfside 108 - Ground Floor - Oceanfront -AC

Maui Kihei One Bedroom - Steps from Ocean & Beach

Newly Remodeled-Quiet Location
Apartment rentals with a hot tub

Modern Oceanview! Sleeps 4 | Beach, Pool, Hot Tub!

Family Friendly Loft Style Kihei Condo 2BD/2BA

Summer Sale at Maui Bliss! Serenity & Views

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

Beautiful Wailea Condo on the Golf Course GC147

Kihei 525- A/C, Free Parking, and WiFi

Kamaole Beach condo w/ heated pool and spa

Sugar Beach Resort #532 - Maui HI
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 1,278 | ﺩ.ﺇ 1,421 | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,003 | ﺩ.ﺇ 955 | ﺩ.ﺇ 1,039 | 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 |
Quick stats about apartment rentals in Wailea

Total vacation rentals
Explore 240 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at ﺩ.ﺇ 514 per night before taxes and fees

Verified guest reviews
Over 5,280 verified reviews to help you choose

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

Vacation rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
240 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!
Destinations to explore
- Honolulu Vacation rentals
- Kailua-Kona Vacation rentals
- Kihei Vacation rentals
- Lahaina Vacation rentals
- Kauai Vacation rentals
- Princeville Vacation rentals
- Oahu Vacation rentals
- Hilo Vacation rentals
- Kapaa Vacation rentals
- Waikoloa Village Vacation rentals
- Volcano Vacation rentals
- Island of Hawai'i Vacation rentals
- Rentals with pools Wailea
- Rentals with a hot tub Wailea
- Condo rentals Wailea
- Waterfront rentals Wailea
- Beachfront rentals Wailea
- Rentals with a kayak Wailea
- Fitness-friendly rentals Wailea
- Serviced apartment rentals Wailea
- Family-friendly rentals Wailea
- Hotel rooms Wailea
- Rentals with a patio Wailea
- Rentals with a washer and dryer Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Rentals with a sauna Wailea
- Rentals with breakfast Wailea
- Rentals with beach access Wailea
- Rentals with an EV charger Wailea
- Townhouse rentals Wailea
- House rentals Wailea
- Beach condo rentals Wailea
- Luxury rentals Wailea
- Apartment rentals Maui County
- Apartment rentals Hawaii
- Apartment rentals United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Polo Beach
- Wailea Beach
- Honolua Bay
- Kapalua Bay Beach
- Maui Vista Condominium
- Old Lahaina Luau
- Big Beach
- Black Rock Beach
- Haleakala National Park
- Ka'anapali Golf Courses
- Black Sand Beach
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- Maui Arts & Cultural Center
- Hāmoa Beach
- KOA Resort
- PacWhale Eco-Adventures
- Peahi
- Aston Mahana at Kaanapali
- Things to do Wailea
- Food and drink Wailea
- Art and culture Wailea
- Sports activities Wailea
- Tours Wailea
- Nature and outdoors Wailea
- Things to do Maui County
- Food and drink Maui County
- Wellness Maui County
- Sports activities Maui County
- Tours Maui County
- Nature and outdoors Maui County
- Art and culture Maui County
- Things to do Hawaii
- Entertainment Hawaii
- Food and drink Hawaii
- Wellness Hawaii
- Tours Hawaii
- Nature and outdoors Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Art and culture Hawaii
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Tours United States
- Entertainment United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States
- Wellness United States







