
Holiday rentals with outdoor seating in Wailea
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Wailea
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC
Wailea Ekahi is a luxurious resort fronting onto beautiful Keawakapu Beach with acres of tropical grounds and 4 pools. Unit 16B is a mid property, renovated ground floor ocean view studio unit (500 sq feet) with a King sized bed, walk in shower and full kitchen. Enjoy your morning coffee and meals from the peaceful, shaded lanai which opens onto the lush greenspace and gardens while enjoying ocean views. A short walk to the beach, pools, luxury shopping, highend dining and golf courses.

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!

Wailea Ekahi Oceanfront, 300 feet to Keawakapu Beach
Ekahi Ocean Studio is perfectly located in the lower village of Wailea Ekahi (ground floor), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat. You can spend your days lounging at the beach or oceanfront pool, running along the nearby beachfront pathway, exploring nearby Wailea restaurants and resorts or enjoying our cook's kitchen and your private Lanai.

Upscale and Elegant Vistas
Spacious and elegant condo in the much sought after Wailea area. Fantastic unobstructed ocean and sunset views. Completely remodeled and freshly outfitted. No expense was spared to create our ocean view oasis. This one-bedroom, two-bathroom condo features thoughtful luxurious finishes throughout. Located in sunny and luxurious Wailea, with all of Maui is within reach. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy a day at the beach nearby.

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

130K Hawaiian Reno on Wailea Blue Golf *Ocean View
BRAND NEW 130K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the Grand Champions at Wailea with incredible ocean views from the patio.We are perfectly located just down from Money Pod+up from The Shops of WaileaCheck out our other property #201 VRBO (2050379)+#1905 VRBO(1222713) in The Palms we are Super Host with 5 STAR reviews)!! BOOK UP TO 365 DAYS.

Wailea Ekolu - Gorgeous Ocean View - AC, Smart TV!
E Komo Mai to our luxury 2 bedroom unit on the 2nd floor with a beautiful ocean view and a spacious interior. From our comfortable lanai seating you have a full 180 degree view of the islands of Molokini, Kahoolawe, Lanai, and the West Maui Mountains while enjoying your morning coffee, evening cocktail, or anytime meal. Enjoy the luxurious grounds, pristine pool and scenic nearby beach walk.

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.

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 outdoor seating rentals in Wailea
House rentals with outdoor seating

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

South Maui Guesthouse

Stunning One Bd Partial ocean, AC, wifi,Pool C209

12 Minute Walk Kamaole Beach II-Quiet Private Easy

Oceanview Townhome • Modern • 2 Min Walk to Beach!

Oceanview Home with Private pool and hot tub

40% off monthly stay! 4 Bed Family Home (Kihei)

One Block to the Beach! Cozy Beach House in Kihei
Apartment rentals with outdoor seating

Maui Banyan 1bd steps to beach & restaurants

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

Updated 1st Floor Maui condo

South Kihei Condo Steps to Charley Young Beach

Ocean Front Vibes Maui

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

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Walk to Everything- Beach, Eat, Shop, Relax!
Apartment rentals with outdoor seating

Live, Love, Loft in Beautiful Maui

Oceanfront Getaway, Brand New, Steps To Beach

Chic Maui Condo Steps From Beach & Ocean

Fabulous Ocean Views at Ho'okipa at Wailea Ekolu!

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views

Luxurious Condo in South Kihei

Aloha Moon - The Honeymoon Hideaway

Luxe 2bed Wailea, 5-min walk to beach, ocean view,
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £252 | £260 | £260 | £229 | £204 | £211 | £203 | £193 | £186 | £201 | £226 | £276 |
| 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 holiday rentals with outdoor seating in Wailea

Total holiday rentals
Explore 800 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at £74 per night before taxes and fees

Verified guest reviews
Over 32,990 verified reviews to help you choose

Family-friendly holiday rentals
470 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
780 properties feature pools

Rentals with dedicated workspaces
530 properties have a dedicated workspace

Wifi availability
800 of Wailea holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wailea rentals

4.8 Average rating
Wailea stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Family-friendly rentals Wailea
- House rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with a hot tub Wailea
- Beach apartment rentals Wailea
- Pet-friendly rentals Wailea
- Serviced apartment rentals Wailea
- Townhouse rentals Wailea
- Rentals with a sauna Wailea
- Hotel rooms Wailea
- Luxury rentals Wailea
- Rentals with pools Wailea
- Apartment rentals Wailea
- Beachfront rentals Wailea
- Rentals with a patio Wailea
- Fitness-friendly rentals Wailea
- Rentals with beach access Wailea
- Rentals with a kayak Wailea
- Waterfront rentals Wailea
- Flat rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with outdoor seating Maui County
- Rentals with outdoor seating Hawaii
- Rentals with outdoor seating United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
- Wailea Beach
- Kapalua Bay Beach
- Ka'anapali Golf Courses
- Maui Ocean Center
- Black Rock Beach
- Hāmoa Beach
- Old Lahaina Luau
- Ulua Beach
- Big Beach
- Maui Vista Condominium
- Whalers Village
- Black Sand Beach
- Haleakala National Park
- Maui Sunset
- Peahi
- Maui Arts & Cultural Center
- Kihei Kai Nani
- Kahana Beach
- Things to do Wailea
- Sports activities Wailea
- Nature and outdoors Wailea
- Food and drink Wailea
- Things to do Maui County
- Art and culture Maui County
- Food and drink Maui County
- Sports activities Maui County
- Nature and outdoors Maui County
- Things to do Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Entertainment Hawaii
- Wellness Hawaii
- Tours Hawaii
- Food and drink Hawaii
- Nature and outdoors Hawaii
- Art and culture Hawaii
- Things to do United States
- Food and drink United States
- Art and culture United States
- Sightseeing United States
- Wellness United States
- Nature and outdoors United States
- Sports activities United States
- Entertainment United States
- Tours United States






