Holiday rentals with a hot tub in Wailea

A stunning beach scene captures vibrant sunset colors reflecting off wet sand. Rocky outcrops frame the tranquil waters, while palm trees sway gently in the foreground. Wispy clouds stretch across the sky, adding depth to the evening landscape.

4.99 out of 5 average rating, 197 reviews

Romantic, Luxury Retreat w/Ocean View-Couples Only

Luxury accommodations in the heart of Wailea, Maui. Our condo has lovely ocean views, views of the lush tropical gardens and the pool. Sunset views from the lanai are stunning. Gourmet kitchen. 2 HD TVs, Bose sound system, AC, washer/dryer in unit, complimentary assigned parking. 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 Our condo is not suitable for children or infants.

BathroomOutdoor spacesParking

The kitchen area features warm wood cabinetry, a stainless steel refrigerator, and a modern microwave. A spacious countertop provides ample room for meal preparation. Sunflowers are arranged in a vase on the counter. Two wooden stools are positioned at the breakfast bar, adjacent to a round dining table.

4.95 out of 5 average rating, 128 reviews

Luxurious Condo in South Kihei

Beautiful fully renovated condo. Located in Maui Kamaole, the best resort complex in South Kihei. Walking distance to the beach, shops, restaurants and bars. This condo has everything a renter needs during vacation. Full kitchen, washer and dryer, beach gear, towels, bedding and more. The complex has two swimming pools, barbecues, tennis courts and outdoor picnic areas. This location is next to fun activities such as swimming, snorkeling, diving, surfing, kayaking, fishing, and more.

BathroomOutdoor spacesAccuracy

4.97 out of 5 average rating, 114 reviews

Large 1BR, Palms at Wailea, Pool, Walk to Beach

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!

BathroomOutdoor spacesPool

An open-concept living area features a spacious dining table with blue upholstered chairs, complemented by a calming color palette. The kitchen, equipped with modern appliances, is visible in the background, while natural light fills the space through large windows.

4.95 out of 5 average rating, 154 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!

BathroomHot tubGetting around

A modern kitchen features stainless steel appliances and an island with seating. A round dining table is set for six, with blue plates and a fruit centerpiece. Warm-toned cabinetry and pendant lighting enhance the inviting space.

4.91 out of 5 average rating, 355 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 :)

Outdoor spacesHot tubSleep quality

A view from the second floor displays lush tropical landscaping with palm trees and vibrant greenery. The ocean is visible in the background, framed by a clear blue sky. The scene offers a serene outdoor ambiance typical of Wailea.

4.88 out of 5 average rating, 132 reviews

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.

Outdoor spacesBathroomAccuracy

4.92 out of 5 average rating, 194 reviews

A clear view of a swimming pool is presented, surrounded by lounge chairs and tropical greenery. Palm trees frame the scene, with the ocean visible in the background under a bright blue sky dotted with clouds.

Condo in Kihei

3BR spacious Condo with Ocean View in top location

Enjoy ocean views and island living from this spacious 1,400 sq ft 3-bed/2-bath condo in the heart of Kihei. Located directly across the street from the beach, you can watch whales from the lanai or relax by the pool and BBQ area. Shores of Maui offers easy access to Kihei’s best beaches, shops, and restaurants, all within minutes. A perfect home base for families and groups looking for comfort, convenience, and the South Maui lifestyle.

Outdoor spacesBathroomCondition

An open-concept living area showcases a modern kitchen island with a fruit bowl. A sectional sofa is positioned beside a Samsung Smart TV, with beach-themed artwork adorning the walls. Natural light floods the space, highlighting the neutral tones and inviting layout.

4.99 out of 5 average rating, 151 reviews

*Fully Remodeled* Modern Island Style*

I am looking forward to hosting you at the Palms at Wailea 606 and making your vacation fun and enjoyable. The Palms is an upscale community that offers you great shopping, dining, golfing, world-class resorts, and beaches all within a few minutes. I offer you a clean, comfortable and memorable stay on the island. I want to make your Maui dreams come true! Mahalo and looking forward to seeing you! -Aini

BathroomHot tubGetting around

A large swimming pool is surrounded by lounge chairs and tropical landscaping, offering views of palm trees and the ocean. The area features a sun deck, umbrellas, and a shaded seating spot, contributing to a relaxed resort environment.

4.92 out of 5 average rating, 170 reviews

Spacious comfy unit Netflix & huge pool Maui Hill

Welcome to Aston Maui Hill Resort in the heart of Kihei right next to Wailea. We offer you the entire place with kitchen ,two bathrooms, one bedroom ,a living room with a queen bed. You’ll have the entire place, Its a real garden style resort close to beaches and restaurants. We always value our guests recommendations to improved and if there’s anything you we could do we are here to help.

Hot tubOutdoor spacesHiking

4.98 out of 5 average rating, 195 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!

Hot tubBathroomLaundry

Superhost

An inviting pool area is surrounded by lush tropical landscaping. The clear blue water of the pool is complemented by several lounge chairs and tables with umbrellas, providing shaded seating. A serene atmosphere is created by the vibrant greenery in the background.

4.88 out of 5 average rating, 136 reviews

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.

BathroomOutdoor spacesLayout

4.98 out of 5 average rating, 207 reviews

Ocean/Golf Course Views, Tropical Resort in Wailea

Breathe in and exhale slowly while gazing at the beautiful ocean, serene greenery and misty mountaintops. Make the most of a country-club setting by lounging on sun decks and swimming in heated pools. Retreat to an updated condo to unwind and fall asleep in a comfy bed. (This unit is suitable for a maximum of four (4) guests. Infants of any age are counted as guests.)

BathroomOutdoor spacesGetting around

Popular amenities for Wailea hot tub accommodation

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

A spacious single-story home is surrounded by lush palm trees and vibrant tropical plants. The well-maintained lawn features a mix of greenery, with the house's exterior displaying a neutral tone under a bright blue sky.

4.86 out of 5 average rating, 172 reviews

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

BathroomOutdoor spacesValue

Superhost

Home in Wailuku

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

BathroomHot tubPets

4.81 out of 5 average rating, 113 reviews

A private lanai features a round table surrounded by a light-colored chair. A bottle of champagne and two glasses rest on the table, with flower petals artistically arranged nearby. Lush green grass extends to the beach beyond, complemented by tropical decor in the background.

4.98 out of 5 average rating, 44 reviews

Aloha Aku Bamboo Suite – Discover Beachfront Seren

BathroomOutdoor spacesBiking

A balcony table is adorned with a glass vase filled with colorful flowers, offering a vibrant contrast to the wooden surface. In the background, sweeping views of the ocean and lush palm trees are visible against a backdrop of distant mountains.

4.88 out of 5 average rating, 24 reviews

Stunning Ocean Two Bd Corner Condo,AC,Pool D301

HospitalityComfortCheckout

Superhost

A bright living area is presented with large glass doors offering views of the ocean. A dining table made of wood is accompanied by light-colored chairs. A potted plant and a unique wood side table add natural elements, while pendant lights provide soft illumination.

4.75 out of 5 average rating, 55 reviews

Kihei 533- OceanView, 5 min drive to stores/food

Hot tubBathroomCleanliness

5.0 out of 5 average rating, 10 reviews

Home in Wailea

South Maui • Pool • Hot Tubs• Beach • Ocean View

Outdoor spacesBathroomQuiet

A refreshing swimming pool is surrounded by lounge chairs, set among tropical palm trees. The water's surface reflects the nearby buildings and sky, creating a serene atmosphere. The pool area is designed for relaxation and enjoyment.

4.97 out of 5 average rating, 73 reviews

Centrally located and steps to the beach!

Hot tubOutdoor spacesPool

4.98 out of 5 average rating, 48 reviews

A spacious living area features a comfortable grey sofa and a wooden coffee table. A dining table with four chairs is positioned nearby. Bright artwork depicting tropical leaves adorns the wall. The open kitchen includes modern appliances, illuminated by soft overhead lighting.

Home in Wailea

Kihei Ground Floor: AC, Steps to Pool & Beach

Outdoor spacesBathroomBarbecue

Other holiday rentals with a spa

4.96 out of 5 average rating, 182 reviews

Luxury Vacationing Modern Condo Sept Specials $275

Outdoor spacesBathroomBeach

A spacious living area features a light grey sectional sofa adorned with decorative cushions. A wooden coffee table sits in front, accompanied by a textured area rug. A piece of wall art depicting a boat on water is displayed above the sofa, complemented by a floor lamp and a plant on a side table.

4.99 out of 5 average rating, 139 reviews

Spacious garden oasis next to Maui's best beaches!

Hot tubOutdoor spacesIndoor spaces

A modern open-concept living area features a round wooden dining table in the foreground, surrounded by white chairs. In the background, a well-equipped kitchen displays sleek appliances. A cozy seating area with light-colored couches is visible, complemented by natural lighting from large sliding glass doors.

4.93 out of 5 average rating, 211 reviews

StunningReno*Palms in Wailea Condo-Beach*Golf*Pool

BathroomOutdoor spacesNearby

A sandy beach stretches along the coastline, framed by tall palm trees swaying gently. Gentle waves lap against the shore, creating a serene atmosphere. In the distance, lush green hills rise under a partly cloudy blue sky, enhancing the natural beauty of the location.

4.99 out of 5 average rating, 150 reviews

Very Comfortable Kamaole Sands Condo Sleeps 4

BathroomHot tubWalkability

4.95 out of 5 average rating, 168 reviews

Fairway-front 2BR, pool, walk to Wailea Beach

Hot tubBathroomHiking

4.88 out of 5 average rating, 172 reviews

A spacious living area features a large sectional sofa adorned with various throw pillows. A wooden coffee table sits in front of the sofa, while built-in shelves display decorative items and a flat-screen TV is positioned for easy viewing.

Apartment in Wailea

Go Golfing from a Peaceful Apartment in a Beach Community

Outdoor spacesHot tubQuiet

4.98 out of 5 average rating, 324 reviews

A single-story cottage is surrounded by a lush tropical garden, featuring vibrant flowers and palm trees. A spacious green lawn invites relaxation, while the wooden deck area, partially shaded, offers a welcoming space for outdoor activities.

Cottage in Kihei

Luxury Cottage,Saltwater Spa-Close to Beach,Dining

Hot tubBathroomWi-Fi