
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.

Stunning Ocean Views
Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

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.

Newly Renovated Corner Unit w/ View at Maui Vista
Aloha - welcome to your Maui escape! Just steps from the iconic Charley Young and Kamaole I beaches, our newly remodeled condo offers comfort and convenience, with amazing dining and drink options a short walk away. Enjoy fresh seafood, tropical cocktails, and all the island vibes. Thoughtfully designed and continuously updated, our space has everything you need for a relaxing, unforgettable stay. Book your tropical getaway today—we’d love to host you! Mahalo, Dave & Neldie

A.R.A Retreats: The Curved Slab
Nicknamed “Curved Slab” for its massive peninsula in the kitchen which has a subtle but sleek curve. This Slab is 105 inches by 67. The peninsula is perfect for family cooking and eating, providing ample space for preparing and enjoying meals together. Located in Grand Champions Villas in the luxury, resort community of Wailea. Newly renovated and decorated. Guests can enjoy the spacious and comfortable condo that has everything you should need for your trip.

Luxury Condo w/wide Ocean View (Palms at Wailea)!
There is no better location than Wailea to experience your Maui vacation! This quiet and spacious condo has every amenity you could want to make your Maui vacation truly unforgettable. This condo is only a short walk to one of the best beaches (Keawakapu) on Maui and is also in close proximity to the Shops at Wailea. We spared no expenses in stocking this condo with everything you need to make your Maui experience memorable and luxurious.

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

Luxury Vacationing Modern Condo April Specials
JUST RENOVATED THIS BEAUTIFUL CONDO IS BORDERING KIHEI AND WAILEA. THE CONDO BOASTS 17 FT CEILINGS, 1025 sq ft, 4 FRENCH DOORS THAT OPEN OUT TO A DOUBLE BALCONY WITH INCREDIBLE VIEWS OF THE OCEAN AND VOLCANO. TENNIS COURTS, SWIMMING POOL, BOCCE BALL, SHUFFLE BOARD,PUTTING GREEN AND ACROSS THE STREET FROM KEAWAKAPU BEACH. PERFECT FOR A FAMILY VACATION. ***ALL HAWAII STATE TA GE TAXES ARE INCLUDED IN THESE PRICES **

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.

Last Minute Deal! Wailea Condo Oceanfront Complex
Step into your own private tropical oasis in this fabulous Wailea condo! This adorable 792 square foot, ground floor unit is walking distance to one of the most incredible beaches on Maui with tantalizing turquoise blue waters of the Pacific! This lavish condo boasts an open and airy living space you will love with AC throughout. Relax on the remarkable lanais with a table with seating for four.

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.
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

Hunter Hales Hoku cottage, Haiku, Maui

12 Minute Walk Kamaole Beach II-Quiet Private Easy

Oceanview Townhome • Modern • 2 Min Walk to Beach!

Private cottage with hot-tub

PAIA HALE Walk to beach and town

5 Star 4 Bdrm Private Home in Kihei! 2 K 2 Q
Apartment rentals with outdoor seating

Oceanview Remodl, Sleeps 8 @ Kam 2, Pool, HTub, 5 Star!

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

Updated 1st Floor Maui condo

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

Ocean Front Vibes Maui

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Walk to Everything- Beach, Eat, Shop, Whale Watch!

Pent house on the ocean
Apartment rentals with outdoor seating

Tropical Escape to Wailea with Stunning Oceanview

Tiki Tiki - A Gorgeous Boho Beach Hideaway!

Oceanfront! Sugar Beach Resort Penthouse with a/c

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

Maui Resort Rentals: Polo Beach Club 608

Spectacular Beachside 2BR+2BA at Maui Kamaole

Wailea Hidden Gem

Gorgeous 2 Story Townhouse in Wailea w/ Ocean View
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £253 | £262 | £262 | £230 | £206 | £212 | £205 | £194 | £188 | £203 | £228 | £278 |
| 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 770 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at £82 per night before taxes and fees

Verified guest reviews
Over 31,530 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
730 properties feature pools

Rentals with dedicated workspaces
520 properties have a dedicated workspace

Wifi availability
770 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!
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- Maui
- Kamaole Beach Park II
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