Vacation rentals with a hot tub in Wailea

4.94 out of 5 average rating, 135 reviews

Apartment in Kihei

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).

4.92 out of 5 average rating, 178 reviews

160KReno-Stunning Palms in Wailea Condo-Beach/Golf

Brand New 160K Renovation+Redecoration for a Hawaiian Beach Vibe.Wailea is one of the most sought after resort addresses on Maui.Here you can relax in the luxury of the beautiful grounds+refreshing swimming pool+spa.World Class Golf+Shopping.Ground floor condo with private lanai that overlooks the grass.King Master Bed with a private bath,2 Uber deluxe pull out Queen bed couches.Short stroll to Keawakapu Beach from condo where you can snorkel/take long tropical beach walk.BOOKINGS UP TO 365 DAY

4.98 out of 5 average rating, 155 reviews

Ocean view and beach by Wailea

Infants and children welcome! Ocean views, beach across the street. Large lanai. Indoor and outdoor dining. Large bedroom, king bed, ensuite, east facing second lanai off bedroom. Guest bathroom living room. Double height single air mattress, pac n play, high chair. Comfortable and quiet split system A/C. Toys, beach wagon, umbrellas, beach chairs, boogie boards, beach towels provided. Close to shops and restaurants. Tennis courts and two pools in complex. Reserved parking by front door.

5 out of 5 average rating, 230 reviews

Guesthouse in Kihei

Standalone Guesthse 180° View Private Hot Tub

PRIVATE LUXE w100% 5-star reviews! 500ft above sea level on Haleakala above Wailea. 1-BR, 1.5 bath SkyGuesthouse w unparalleled 180+ocean views+islands beyond. You+your beloved in our luxurious space, stargazing, hot-tubbing, sunset watching. Romantic+sensual. L/T rental -Standalone home 704 sq ft -Private hot tub+outdoor cabana drapery -300 sq ft deck w/dining+seating -Private entrance -180-degree ocean views -Large gourmet kitchen/living room -Bedroom, king bed, en suite full bath -1/2 bath

4.99 out of 5 average rating, 170 reviews

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.

4.98 out of 5 average rating, 106 reviews

Spacious tropical oasis near beautiful beaches!

Aloha! Welcome to our beautiful home at Maui Kamaole, an upscale complex located across Kamaole 3 Beach and minutes to Wailea. Our condo is perfect for couples and small families wanting space with stylish comfort in a prime location. Relax on a luxurious king-sized bed, sectional sofa w/ memory foam sleeper, and a pack and play for toddlers! Enjoy the essentials of modern connectivity, a fully stocked kitchen, and two large bathrooms. Unwind in paradise on two lush garden patios!

4.95 out of 5 average rating, 123 reviews

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

This is the one you've been waiting for! Perfect for families, couples, or anyone who loves to spread out, this 1700 sq ft Grand Champions 3 bedroom has been painstakingly remodeled with luxury finishes throughout. Two kings, two pull-out queens, plus...bunk beds! Nestled in the most peaceful corner of the resort, boasting stunning ocean views from the lanai, and minutes away from Wailea beaches, restaurants, and shopping, this is truly what Maui vacation dreams are made of!

4.91 out of 5 average rating, 317 reviews

A.R.A Retreats: The OG

Nicknamed “The OG” this was the first condo acquired in 2016 and the beginning of what is now A.R.A Retreat. It has been renovated twice since then and now has been completely redesigned and renovated from top to bottom. 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--including smart TV's in each room :)

4.96 out of 5 average rating, 176 reviews

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

Welcome to Pacific Pearl, your serene Maui getaway just steps from Kamaole Beach Park II. This fully remodeled condo is set in the lush Maui Banyan complex, with resort-style amenities, peaceful garden views, and a walkable location near shops, dining, and Wailea. Whether you’re snorkeling, relaxing poolside, or sipping coffee on your private lanai, this is the perfect escape for couples, families, or friends.

4.96 out of 5 average rating, 199 reviews

Top 5% Home with King Bed + Steps to Beach & Shops

Top-floor condo just a 5-minute walk from South Maui’s best beaches, restaurants, and shops! Fully remodeled with modern island style, this bright unit features a private lanai with peekaboo ocean views, a king bed, fast Wi-Fi, Smart TV, and all the beach gear you need. With pools, hot tubs, and tennis courts on site, this is your dream Kihei escape - perfect for couples or small families..

4.98 out of 5 average rating, 168 reviews

Grand Champions 169 Beautiful 3 BR on the Fairway!

Prime Wailea location! Enjoy stunning ocean and fairway views from this rare 3-bedroom, ground-floor unit with Split System Air Conditioning in every room. Spacious 1,698 sq ft layout and wrap-around lanai. Walk to Wailea Tennis Club, Blue Golf Course, luxury hotels, Shops at Wailea, restaurants, and beaches just ¼ mile away. Experience luxury and comfort in the heart of Wailea!