
Holiday rentals with outdoor seating in Wailea
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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.

Wailea Beauty - walk to the beach & shops
Our locally-owned, newly redesigned 2BD/2BA modern Maui condo is located on the award-winning Wailea Blue Golf Course at The Grand Champions Villas. The Villas are nestled in the heart of tropical Wailea; minutes from shopping, tennis, restaurants and pristine beaches. Stroll to upscale boutiques and restaurants, or take a short walk to some of the most beautiful beaches in the world. Our condo features local Hawaii art and is your perfect home away from home on the beautiful island of Maui.

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.

Beautiful Resort Condo w/ AC @ Kam III Beach
Aloha from Maui. Our beautiful, spacious, Resort Condo is located at Kamaole III Beach Park...one of Maui's finest swimming and snorkeling beaches! The space is well equipped: with a full kitchen, washer/dryer, beach gear, comfy king bed, spacious private lanai, and new for 2024...A/C in the bedroom. Our resort features 2 pools, jacuzzi's, pickleball, exercise room, and convenient BBQ areas. A great selection of shops, restaurants, beaches and activities and all are nearby.

Wailea Couples Retreat, 300 FT 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.

Oceanfront Getaway, Brand New, Steps To Beach
Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

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.

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

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
Welcome to Happy Everything! Wailea Ekolu Complex A fun, fully re-modeled, well appointed and comfortable townhome situated on hole 10 of the famous Wailea Blue Golf Course at beautiful Wailea, Maui. Comfortably sleeps 6. Spectacular views of the Ocean and Neighbor Islands. Close to beaches, shopping, restaurants, Wailea Resorts and just a chip shot away from the golf course and brand new Wailea Village shops.

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.
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!

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

PAIA HALE Walk to beach and town

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

Maui Banyan 1bd steps to beach & restaurants

Stunning Luxury Oceanview Condo

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

Updated 1st Floor Maui condo

Renovated 1BD/1BA | 3 min Walk to Beach | A/C

Wailea Ocean View Escape

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

Ocean Front Vibes Maui
Apartment rentals with outdoor seating

Stunning Ocean Views

Live, Love, Loft in Beautiful Maui

Newly Remodeled 1bed/1bath, Kihei/Wailea

Chic Maui Condo Steps From Beach & Ocean

Fabulous Ocean Views at Ho'okipa at Wailea Ekolu!

Kihei Condo: Steps from Beach & Yummy Eats!

Renovated Condo | 3 Min Walk to Toes in the Sand!

Elua 1310 Oceanfront -Family Managed-Remodeled9/25
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £256 | £264 | £264 | £233 | £208 | £215 | £207 | £196 | £190 | £205 | £230 | £281 |
| 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 £83 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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- Rentals with outdoor seating Maui County
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
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- Wailea Beach
- Maui Ocean Center
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