
Places to stay near Wailea Beach
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Wailea Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Upcountry Alpaca, Llama, and Rabbit working farm
Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

Romantic, Luxury Retreat w/Ocean View-Couples Only
Luxury 1 bedroom 2 bath condo which has been fully renovated. Our condo has lovely ocean views as well as views of the lush tropical gardens and the pool. It has a fully stocked gourmet kitchen with high end appliances, assorted spices, coffee and tea. Sunset views from the lanai are stunning. If our condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525 Not suitable for children or infants.

Sweeping Panoramic Ocean Views - Private Ohana
Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Modern Renovated Palms at Wailea Condo!
MODERN CONDO WITH ATTENTION TO DETAIL! Our bright, modern island condo awaits you! Breathe easy knowing that you have everything at your fingertips. Enjoy your morning coffee on the large lanai. Pack a beach bag and head to one of the best beaches just a 10 minute walk away. Explore the Shops at Wailea. You will feel right at home cooking in our fully equipped kitchen. Close out your day by watching the sunset from the pool area and then stargazing on the lanai. Then repeat!

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!

Stunning ocean view, heated pool at home by Wailea
Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Grand Champions - King Bed - Close to Wailea Beach
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. Have fun with the whole family at this stylish place.

Wailea Gem-Remodeled Ocean View
Beautiful, fully remodeled Wailea Jewel! Peaceful and private location with expansive ocean views. Our newly renovated, one bedroom, 2 bathroom condo has everything you need to enjoy your Maui getaway. Located a short drive from the airport and just minutes away from some of the best beaches and dining in Hawaii. You will truly feel like you're in paradise during your stay.

Kula Jacaranda Studio on the Slopes of Haleakala
Kula Jacaranda studio is reached by a treehouse walkway. Your private covered deck offers a place to dine and watch the sunset . The shared barbecue area offers a place to prep your own meals. We provide coffee, tea, oil, vinegar and salt. The luxurious walk-in shower offers double shower heads and benches. With years as AirBnb super hosts, we've got everything you need.

Maui Wailea Brand New Modern Spacious Condo
Beautifully designed, modern, and brand new vacation condo is situated on the Wailea Blue golf course and the Wailea tennis club. Walk to Shops at Wailea and 3 min drive to Keawakapu Beach. Brand new kitchen, spa like bathroom with walk in shower, in-unit laundry. Relax with friends and families at this peaceful place to stay. Book your vacation today : )

HALEKALANI - Paradise in Upcountry
Beautifully designed custom home in Upcountry Kula with panoramic views of the coasts, West Maui mountains, and neighbor islands. The perfect location for peaceful relaxation while you enjoy your stay in Maui and everything it has to offer. County of Maui Permit #BBMP 2015/0006, SUP2 2015/0005
Popular amenities for holiday rentals near Wailea Beach
Other top sights near Wailea Beach
Condo rentals with Wi-Fi

Upscale and Elegant Vistas

Coastal Dream Oceanfront Condo!

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC

Ocean/Golf Course Views, Tropical Resort in Wailea

Wailea Resort studio suite

Locally-Owned Eco-Friendly Condo on Road to Hāna

Wailea Ekolu Village 2/2 with stunning ocean view!

130K Hawaiian Reno on Wailea Blue Golf *Ocean View
Family-friendly house rentals

Cajudoy's Hale - STKM 2O13-OO18 / TA-081-709-8752-01

South Maui Guesthouse

12 Minute Walk Kamaole Beach II-Quiet Private Easy

Hunter Hales KALA cottage Haiku Maui

GREAT Location HAIKU 3 Bedroom Cottage

One Block to the Beach! Cozy Beach House in Kihei

Paia cottage walk to town and beach

Kula Jewel - Pool, Hot Tub & Awesome Views!
Apartment rentals with air conditioning

Ocean View, 1 minute walk to the beach 2BR/2BA

Ocean Front Vibes Maui

Next to Beach, Foods & Shops - Updated w/ View!

Maui Oceanfront Penthouse at Nani Kai Hale (609)

The Blue Door on Church Street | Vintage 1BR Villa

Charming Studio steps to beach with washer/dryer

*Last Minute Deal! Beautiful by TOP Swimming Beach

Classic Beachfront Studio
Other great holiday rentals near Wailea Beach

Tropical Escape to Wailea with Stunning Oceanview

Newly Remodeled South Kihei Beach Retreat

Gorgeous Condo in Wailea Ekahi Village!

Endless Ocean Views - 1bd/2 bath

Amazing Ocean Views at 'Ike Kai at Wailea Ekolu!

Wailea Ocean View Escape

21A Grand Champions 1 Bed - Ulua & Mokapu beaches

Recently Renovated - Comfort with Ocean Views
Destinations to explore
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Polo Beach
- Old Lahaina Luau
- Whalers Village
- Black Rock Beach
- Maui Ocean Center
- Big Beach
- Maui Vista Condominium
- Hāmoa Beach
- Black Sand Beach
- Kihei Kai Nani
- Maui Arts & Cultural Center
- Haleakala National Park
- KOA Resort
- PacWhale Eco-Adventures
- Aston Mahana at Kaanapali
- Nakalele Blowhole
- Maui Tropical Plantation
- Sugar Beach





