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, 199 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.

Hot tubBathroomLong stay

4.97 out of 5 average rating, 116 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!

Hot tubOutdoor spacesAccuracy

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, 151 reviews

Very Comfortable Kamaole Sands Condo Sleeps 4

Very comfortable end unit 1 bedroom condo 2 bathrooms (818 sq ft) with views of the pool, partial ocean view, remodeled kitchen and bathrooms, recently painted, new flooring in living room and conveniently located to everything you need, unit is airy and bright with extra windows. The kitchen is well stocked with all the essentials and cooking utensils. A 5 mins walk to the beach and 10-15 mins leisurely stroll to nearby shops and stores. I take my own photos for my unit.

Outdoor spacesBathroomWi-Fi

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, 155 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 tubNearby

The kitchen features a spacious peninsula with a sleek curve, accompanied by modern appliances and fixtures. Four wooden stools are positioned around the counter, and the space is illuminated by hanging pendant lights. The cabinetry is sleek and white, enhancing the contemporary feel.

4.95 out of 5 average rating, 364 reviews

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.

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Superhost

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, 133 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.

BathroomOutdoor spacesFamily

4.91 out of 5 average rating, 117 reviews

The spacious backyard features a resort-style pool complemented by a waterfall and grotto. Surrounding palm trees and tropical landscaping enhance the serene atmosphere, while lounge chairs and a shaded sitting area with an umbrella are positioned nearby. Soft lighting highlights the tranquil setting as dusk approaches.

Home in Wailea

Maui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool

Book with confidence, this gorgeous, newly remodeled, 3 bedroom, 2 bathroom home that has beautiful ocean views, a stunning backyard with a pool, hot tub, and tropical landscaping. THIS PROPERTY IS A PERMITTED BED & BREAKFAST (Permit #: BBKM20160005) LOCATED IN MAUI MEADOWS, AND IS MANAGED BY THE OWNER DAVID LAND. The house is in a great location in South Maui, close to beaches, restaurants, and the 5 star resorts of Wailea.

BathroomOutdoor spacesAccuracy

Luxe

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, 154 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

Hot tubOutdoor spacesLaundry

4.98 out of 5 average rating, 208 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.)

BathroomHot tubPool

A modern living area features a large television set on a dark wooden console. Bright natural light illuminates the space through expansive sliding glass doors, leading to a small outdoor seating area. A decorative rug enhances the floor, complemented by a cozy sofa adorned with various cushions.

4.93 out of 5 average rating, 122 reviews

Maui Wailea Brand New Modern Spacious Condo

Beautifully designed, modern, and brand new vacation condo is situated on the Wailea Blue golf course and the Wailea tennis club. Walk to Shops at Wailea and 3 min drive to Keawakapu Beach. Brand new kitchen, spa like bathroom with walk in shower, in-unit laundry. Relax with friends and families at this peaceful place to stay. Book your vacation today : )

BathroomHot tubGetting around

A vibrant sunset is captured over the Pacific Ocean, with clouds in shades of orange and purple. Silhouettes of palm trees frame the foreground, while lush greenery and homes are visible at the edge of the golf course, enhancing the tropical setting.

4.9 out of 5 average rating, 162 reviews

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

Experience the best of Wailea from this rare 3BR/2BA luxury villa, featuring breathtaking views of the Pacific Ocean, Wailea Blue Golf Course and majestic Haleakalā. Spacious enough for families or groups, this exceptional retreat offers all the comforts of home—just a short walk from world-famous beaches, luxury resorts, fine dining and premier shopping.

Hot tubBathroomLaundry

4.96 out of 5 average rating, 183 reviews

Luxury Vacationing Modern Condo October 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.

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Popular amenities for Wailea hot tub accommodation

Kitchen

Wi-Fi

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, 174 reviews

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

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Superhost

Home in Wailuku

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

Hot tubBathroomAmenities

4.82 out of 5 average rating, 114 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, 45 reviews

Aloha Aku Bamboo Suite – Discover Beachfront Seren

Outdoor spacesHot tubAccess

5.0 out of 5 average rating, 10 reviews

Home in Wailea

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

Hot tubBathroomComfort

A private balcony features a wooden table surrounded by four chairs, with a serene view of lush greenery and palm trees. Bright sky and the distant buildings of the resort can be seen, suggesting a peaceful outdoor setting.

4.98 out of 5 average rating, 47 reviews

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

BathroomHot tubKitchen

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

Outdoor spacesBathroomBarbecue

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 spacesFamily

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 spacesBathroomIndoor spaces

Villa rentals with a hot tub

5.0 out of 5 average rating, 8 reviews

Wailea Grand Champions- Ocean View 1 Bedroom Villa

Outdoor spacesHot tubHospitality

4.98 out of 5 average rating, 52 reviews

Luxury Oceanview Wailea Retreat with Sunset Views

BathroomLocationFamily

A coastal view features tall palm trees swaying gently against a clear blue sky. The sandy beach stretches along the shoreline, leading to calm turquoise waters. In the distance, a glimpse of a distant landmass is visible, adding to the serene atmosphere.

4.96 out of 5 average rating, 102 reviews

Wailea 2BR Villa Near Beach, Shops & Golf

BathroomHot tubKitchen

A spacious living area features a comfortable seating arrangement with two sofas and a stylish coffee table. Natural light floods the space through expansive glass doors, which open to a covered lanai with tropical views. The kitchen area is visible in the background, showcasing warm wood cabinetry.

4.88 out of 5 average rating, 17 reviews

OceanviewWailea villa w/ private elevator

Hot tubOutdoor spacesCheck-in

4.83 out of 5 average rating, 12 reviews

Relax in Paradise- 3 bedroom Ocean Views Villa

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Other holiday rentals with a spa

4.95 out of 5 average rating, 168 reviews

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

Hot tubBathroomHiking

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, 214 reviews

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

Outdoor spacesBathroomLocation

4.98 out of 5 average rating, 195 reviews

Grand Champions 169 Beautiful 3 BR on the Fairway!

Outdoor spacesHot tubCondition

Lush landscaping is presented, with vibrant flowering plants and trees framing a pathway leading towards an ocean view in the distance. Towering palm trees and tropical foliage create a serene atmosphere, embodying the essence of island life.

4.99 out of 5 average rating, 104 reviews

Ocean View+A/C | Walk to Beach + Pool

Outdoor spacesHot tubLayout

4.96 out of 5 average rating, 238 reviews

Condo in Kihei

King Bed + Pools | Steps to Kamaole Beach

Hot tubOutdoor spacesQuiet

4.88 out of 5 average rating, 173 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 tubWalkability

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

Hot tubBathroomAir conditioning