Vacation rentals with a hot tub in Kaanapali

4.96 out of 5 average rating, 296 reviews

65% Off: TTT#3 of 4 Awarded “Best in Maui” OceanVw

***Tracy's Tropical Treasures were NAMED the #1 Vacation Rentals in all of Maui TWICE and #1 in Kihei for FOUR YEARS. I own 4 Tropical Treasures in Maui and have been a SUPERHOST over 40 times! We also made the shortlist of "Radical Businesses in the 50th State" Ocean View No Resort Fees Guests pay 13.255% tax NOT 18% Only 150 Steps to Beach Free Parking AC Washer/Dryer Fast/Reliable WIFI Pool Hot Tub Tennis BBQ TV/Cable/Streaming Fully Equipped Kitchen Fully Remodeled A+ ALOHA HOSPITALITY!

4.97 out of 5 average rating, 232 reviews

A private hot tub is nestled on a deck surrounded by lush tropical vegetation. Green railings frame the space, offering a natural setting for relaxation. Nearby, a bench provides additional seating, enhancing the serene atmosphere of the outdoor area.

Home in Maui

Private Hot Tub + Pool Access + AC - Star Lookout

Dreaming of the perfect jungle honeymoon hideaway or retreat? Set amidst a mature coconut grove, (with your own hammock) this private cottage puts you in a romantic world of your own. We have that 'away-from-it-all' feeling but it's only a 20 minute drive to beaches and fabulous restaurants! A perfect romantic hideaway or artist's retreat! ☞ ★Jump Start to The to the Road to Hana! ✔ ☞ ★NEW COLD CENTRAL AC ✔ ★Private Hot Tub ✔ ★Swimming Pool ✔ ★King Bed ✔ ★Sunrise View ✔ ★Outdoor Shower ✔

Top guest favorite

A spacious kitchen area features a large, light-colored island with pendant lighting above. Contemporary cabinetry in muted tones complements the open design, while a seating area with a plush sofa and chairs is visible through expansive windows, allowing natural light to illuminate the space.

Apartment in Wailea-Makena

5 out of 5 average rating, 13 reviews

A.R.A Retreats: The Soaking Tub

This beautiful addition to A.R.A Retreats is nicknamed the “The Soaking Tub”, because the primary bedroom has a wet room style walk in shower and soaking tub, being added in Fall 2024--just in time to escape the cold winters! This quiet and serene condo is a wonderful escape from the noise and fast pace of life. Located in Grand Champions Villas in Wailea. Guests can enjoy the spacious NEW condo that has everything you should need for your trip--including including smart TV's in each room :)

Top guest favorite

Home in Kula

4.92 out of 5 average rating, 336 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pamela has been hosting two fully permitted listings for the last 11 years with over 1,000 five star reviews. BUT this one, Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "Pamela’s place is extraordinary! The views are stunning! The design and decor are fabulous in every detail! I’ve stayed in many Air B&Bs; I give her place my highest rating!"

A dining table with four chairs overlooks a scenic view of palm trees and vibrant foliage. The colors of the sunset illuminate the sky, while beach and parking areas are visible in the distance, creating a calming outdoor retreat.

4.95 out of 5 average rating, 148 reviews

☼ Stylish & Bright 2bd Oceanfront Condo | 5★ Views

Welcome to this top-rated 2BR, 1-bath condo in the heart of Kihei, Maui. Located in a prime 𝙤𝙘𝙚𝙖𝙣𝙛𝙧𝙤𝙣𝙩 spot, just steps from the beach, this retreat offers a relaxing escape near top restaurants and stunning beaches! With modern style and breathtaking ocean views, you’ll want to stay forever. ✔︎ 2 Cozy Bedrooms ✔︎ Pool ✔︎ ACs ✔︎ Beach Chairs & Toys ✔︎ Fast Wi-Fi ✔︎ Washer & Dryer ✔︎ Full Kitchen ✔︎ Free Parking ✔︎ No Extra Fees ✔︎ Luxury Massage Chair Tap ❤️ to save this condo!

5 out of 5 average rating, 4 reviews

A vibrant sunset is captured over the ocean, with warm oranges and cool blues blending in the sky. Silhouetted palm trees frame the scene, and the distant outline of land is visible across the water, enhancing the serene coastal atmosphere.

Condo in Lahaina

Resort Stay Entire 1Bdr Villa Kaanapali Beachfront

This resort has the most amazing pool on the island, Salt Water Based !! So easy on the skin ;) Olympic size pool about 2.5 Acres with Slide, waterfalls , plunge pool, volleyball. Snorkel Equipment rental , Beach chairs etc. All you need to have a great Hawaiian Vacation with The Family. Awesome Luau on Site every Teus Night! This price is for scenic if avail. Otherwise upgrade is additional if oceanview is what we have for your dates:) Mahalo For coming back to The West Side Best Side!

4.89 out of 5 average rating, 120 reviews

A serene outdoor area features well-maintained green grass and several lounge chairs positioned to face the ocean. A table with decorative items is visible in the foreground, while palm trees sway gently in the breeze against a clear blue sky, providing a view of the distant mountains.

Condo in Wailuku

Oceanfront Condo with Pool and Jacuzzi

Relax in this peaceful gem on Maui. Located on the ground floor, you can walk into the ocean from your back porch. You'll see Turtles on our little secluded beach, amazing sunrises and sunsets over Maalaea Bay, and Whales during whale season! Maalaea Banyan is the only property in the area that includes a pool and jacuzzi. Just 1/4 mile away is Maalaea Harbor featuring snorkel, SCUBA, and sunset boat trips, the world famous Maui Ocean Center aquarium, restaurants and gift shops!

4.83 out of 5 average rating, 146 reviews

A spacious living area is furnished with two light-colored sofas adorned with patterned cushions. A glass coffee table sits at the center, complemented by a potted plant in the corner. Natural light enters through large windows with sheer curtains, enhancing the inviting atmosphere.

Condo in Wailea

Beautiful Palms At Wailea #608-April/May Discount

Beautiful Palms At Wailea ,2BR/2BA,Condo, located in the heart of Wailea. 5* location. Vinyl wood flooring & Split Air-Cond. system in hallway & in master-B/R. Fans through-out. Immaculately clean & comfortable. Walking distance to shops, hotels, restaurants, beaches.1200 sq. ft., wide open floor plan ,2nd. fl.unit. Low rise complex. Very private. Large lanai . Barbecue grills located near entryway of complex. Views from the Club House & Pool.The best place to stay!

4.82 out of 5 average rating, 204 reviews

A distinguished bamboo cottage is elevated on stilts, surrounded by lush tropical vegetation. Wooden decks wrap around the structure, providing access to outdoor seating areas. Large windows offer views of the surrounding greenery, harmonizing the indoor and outdoor environment.

Cottage in Haiku-Pauwela

Hawaiian DreamTemple- Tropical Oasis BBPH20120004

Welcome to your "Hawaiian Dream Temple" [PERMIT- BBPH2012-0004] [TMK (2) 2-7-029: 015-0000] Our tropical bamboo 2 bedroom - 1 bathroom temple is a private house that invites you to true Maui. We are in a quiet area in upcountry, Haiku away from the hotels. You can experience the little sanctuary and hidden paradise that still exists, close to Hana and Haleakala crater. It is surrounded by tall trees, tropical flowers and lush vegetation.

An inviting living area features a wooden TV stand with a flat-screen television and decorative accents. A cozy chair is placed beside a round coffee table, which holds a travel book. Light filters through the space, complemented by a potted plant.

4.83 out of 5 average rating, 159 reviews

Awesome Maui home away from home. Includes taxes!

A/C throughout. Work desk with dependable wi-fi. 2 Cable TVs . Grass area off lanai. Walk to the beach, stores, restaurants, the park or bus stop. Full kitchen, W/D, 2 queen beds and 1 queen sofabed, 4 beach chairs, 4 beach towels, a beach umbrella and travel cooler, Pak-n-Play, Booster Seat, 2 pking spaces. This condo is comfortable and well-eqipped for a wonderful stay and vacation on Maui. New pool and jacuzzi.

The outdoor pool area features a spacious swimming pool accompanied by a hot tub. Surrounding tropical plants provide a lush atmosphere, while lounge chairs are placed along the poolside. Two guests are seen enjoying the hot tub, inviting relaxation in a pleasant setting.

4.86 out of 5 average rating, 200 reviews

Studio with Beach, Pool, Hot Tub, Tennis, & BBQ! 15A

Experience a tropical retreat in our newly renovated studio condo, infused with Hawaiian flair and located in a peaceful part of the complex. Just across the street from a sandy beach and ancient Hawaiian fishpond, it’s perfect for turtle spotting and enjoying stunning sunsets. Guests can relax with amenities such as a pool, hot tub, BBQ, and tennis court.