Maui Vacation Rentals – Explore the Valley Isle's Best Stays
Explore Maui's Diverse Vacation Rentals
Maui, the "Valley Isle," offers a wide range of vacation rental options, perfect for every type of traveler. From luxurious beachfront villas to serene upcountry cottages, Maui provides the ideal escape for both relaxation and adventure. Whether you're seeking a lavish oceanfront villa or a secluded retreat in the hills, Maui has it all.
Popular Maui Vacation Rental Locations
Wailea and Kihei are perfect for visitors looking for luxury oceanfront villas, expansive condos, and resort-style amenities. In these areas, you’ll find access to top beaches like Wailea Beach and Kaanapali Beach, known for their beauty and recreational opportunities such as snorkeling, swimming, and sunbathing.
Key Features of Wailea and Kihei Rentals:
- Oceanfront and beachfront locations
- Private lanais and balconies for stunning views
- Proximity to golf courses and dining options
- Close to popular beaches, including Wailea Beach and Kaanapali Beach
Secluded Retreats in Hana and Haiku
If you’re looking for a peaceful, remote getaway, Hana and Haiku offer lush landscapes, stunning waterfalls, and tropical rainforests. These locations are perfect for nature lovers and those wanting to escape the hustle and bustle of more touristy areas.
Key Features of Hana and Haiku Rentals:
- Close proximity to waterfalls, hiking trails, and rainforests
- Quiet, serene surroundings ideal for relaxation
- Rustic cottages and luxurious private homes
- Opportunity for eco-friendly tourism and sustainable stays
Upcountry Maui: Cool, Scenic and Serene
For those seeking a more laid-back and cooler climate, Upcountry Maui, including areas like Makawao and Kula, offers panoramic views, agriculture-rich landscapes, and a peaceful atmosphere. These areas are perfect for escaping the coast and enjoying the island’s natural beauty.
Key Features of Upcountry Maui Rentals:
- Cooler climate and breathtaking mountain views
- Quaint, peaceful environment with access to local farms
- Close to hiking trails, parks, and nature reserves
- Ideal for those looking to immerse in Maui’s agricultural culture
Why Book Your Maui Vacation Rental?
Maui is not only home to some of the world's most beautiful beaches but also offers a variety of experiences for all types of travelers. Whether you're looking for adventure, relaxation, or a combination of both, the island has something to offer. Book your vacation rental in Maui today to experience:
- Access to luxury beachfront villas with amazing ocean views
- Secluded cottages in the hills, perfect for a peaceful retreat
- Proximity to golf courses, scenic drives, and world-class beaches
- Vibrant local culture, beautiful landscapes, and fresh local food
Browse and book your Maui vacation rental below to start your Hawaiian adventure.
Quiet & Private S. Kihei 1BR Guest Suite - 10 minute walk to Kamaole Beach II
Offered as an alternative to a condo and the crowd. A 10 minute walk to Kihei Rd at Kamaole Beach II. Far enough away from the activity, yet convenient to the restaurants, shops, some of the best beaches Maui offers.The guest suite is Maui County permitted, attached one...
Spectacular Oceanfront Home! Watch turtles from deck while relaxing in the spa!!
Located on Maui's South Shore in the heart of beautiful Makena Bay, this single story oceanfront cottage is an island paradise. Built over 60 years ago and recently remodeled, guests are provided with all the modern conveniences for an incredible vacation. We recently...
Sugar Beach Maui! Direct Ocean Front! Best View! Best Value!
Hello Sugar Beach Resort Lovers! We have just purchased this Direct Ocean & Beachfront Condo in a Spectacular Setting! This condo had a A+ rating for the prior long term owners through one of Maui's largest rental agencies! We are underpricing our condo for our Grand...
Wailea Ekolu 1106 May & June Deals at Remodel Condo for Peaceful Island Getaway
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Wailea Ekolu 1106, a newly remodeled 2-bedroom, 2-bath upper-level townhome tucked into the serene Wailea Ekolu Village on...
Remodeled Condo W/Ocean Views-Kamaole Sands 10301
Kamaole Sands unit #10301 on the third-floor: Plush new furnishings enhance the living room, with a brand new flat screen TV and a pull-out sofa couch for additional comfort. Sliding glass doors open from the living room to a fully furnished lanai, where you can enjoy...
Pualani Hale: Upcountry Maui Villa with Breathtaking Views
Aloha, sorry but at this time we are not hosting to families with children younger than 12 Mahalo.PermitsBBMP2019/0006 & SUP2 2019/0003GE-081-730-0480-01 & TA-081-730-0480-01This is a BnB not a STRHOwners live on property.We encourage you to respectfully enjoy our...
Kuuipo Hale - Plantation-Style Beach House on Weke Road in Hanalei - Short Walk to the Beach & A/C!
Kuuipo Hale is the Sweetheart of Hanalei! This 3 bedroom/2 bath plantation style home is a super cute, beach house located right in Hanalei - a super short walk to the beach and just a few blocks to town. Bedding configuration is: 1 King, 1 Queen + 2 Twins so can...
Turtle Paradise - King bed - Maui Vista/steps to beach, free parking, WiFi, AC
Congratulations - You have found your perfect next getaway location. This is an owner-managed unit so no hassle or frustration from third-parties! Attention to detail and personal support are first-class when you stay with us!!Come visit one of the best beaches in all...
Kihei Akahi D-615: Top Floor Two Bedroom Condo with Expansive Views
This 2-bedroom, 2-bath, 7th-floor newly remodeled Maui vacation rental offers a level of luxury and convenience few can compete with. Tastefully furnished, the home features stone flooring the living area and carpeting in the bedrooms. The kitchen boasts a grand granite...
Hoolei Uni 31-2 Ocean view- ideal Wailea location walking to beaches and shops
Dramatic ocean views, this spacious town home is approximately 2500 sq ft of interior footage and 596 sq ft of lanai space. The Hoolei community is located directly across the street from the Four Seasons and the Grand Wailea Resort. Unit 31-2 has the a great location...
Maui Resort Rentals: Honua Kai – 5 Total Bedrooms, 9th Floor Stunning Deluxe Ocean and West Maui Mountain Views!
This phenomenal nine-floor offering pairs two kitty-cornered residences for nearly 2800+ sq ft of combined interior living space. Your group will enjoy five luxurious bedrooms and bathrooms, two modern kitchens, and two expansive lanais featuring unparalleled views of...
Lavish Premier Beachfront Townhouse W/ Unrivaled Views Wailea Elua 1305
Wailea Elua #1305 – Premier Oceanfront Townhouse for Elevated Maui LivingWelcome to Wailea Elua #1305, a luxury 3-bedroom, 3-bathroom oceanfront townhouse designed for travelers seeking the finest in comfort, privacy, and sophistication. Meticulously remodeled and...
Napili Point A16-A Piece of Paradise-Turtles Just a Few Steps Away!
Do you enjoy beautiful sunsets, walking on the beach, smelling tropical flowers, looking at breathtaking scenery, being one with nature? Want to enjoy paradise? Make memories as beautiful as the sunsets? If so, you will want to book this fully equipped one bedroom...
Amazing Ocean View, In Kihei, Top Floor, AC, Across St from beach
Aloha! We are the owners of a gorgeous, remodeled penthouse, 1 bd 1 ba (sleeps 3) condo with amazing ocean views inside and out. I to 2 minute walk from beach. It is decorated with a feel of the island throughout. New sound resistant glass balcony doors, windows and...
Maui Resort Rentals: Honua Kai Konea 337 - Large Luxurious Studio w/ Lush Courtyard and Peek-a-boo Ocean Views!
This luxurious corner studio condo sits directly above the beautiful courtyard of Honua Kai and offers peek-a-boo ocean views through the lush tropical foliage. When you walk out onto the lanai, you'll marvel at all the beautiful flowers, trees, and koi ponds all around...
Wailea Beach Villas | G302
Welcome to Villa G302, your luxurious Hawaiian escape where relaxation meets elegance. This stunning ocean view villa features two walls of retractable sliding doors that seamlessly blend the open living area with a spacious corner lanai, complete with a built-in Viking...
#1 Kaanapali Beach Modern Condo C101 Maui Eldorado
Situated in the Kaanapali Beach Resort area, enjoy this spacious ground floor studio at #1 Kaanapali Beach, Maui Eldorado Resort C101, located in the heart of Kaanapali. Relax in this spacious and tropical suite condo, fully furnished with a full kitchen, washer/dryer...
Gorgeous Elua 1 Bd+2Ba Executive Vacation Condominium - #2011
2011 Wailea Elua Village - The very best in accommodations that the Wailea Elua Village has to offer. Immaculate, contemporary and beautiful - a state-of-the-art 1 Bedroom + 2 Bathroom vacation condominium that can accommodate up to 4 guests with an expansive lanai...
Maui Resort Rentals: The Whaler 1020 - Luxurious 10th Floor 1BR w/ Gorgeous Ocean and West Maui Mountain Views!
Enjoy beautiful views of the Pacific Ocean and Maui's neighbor island Molokai, as well as views of the West Maui Mountains from this luxurious 10th-floor one-bedroom suite at the iconic Whaler in the heart of Kaanapali Beach.Tastefully remodeled, this suite is the...
Cottage on Beachfront Estate property, central Hanalei Bay
This amazing and completely refurbished home is situated on a stunningly beautiful one-acre, gated OCEANFRONT estate property, right in the middle of magical Hanalei Bay. It is, in fact, one of the ONLY vacation rental cottages on beachfront property to be found...
EXCLUSIVE 2BR +3rd room at Kaanapali Beach G206
A reconfigured residence with spacious wrap-around covered lanai. First bedroom with King bed and ensuite private bathroom, second bedroom with Queen bed with full bathroom. 3rd room has a comfortable Queen bed and half bath. Enjoy ocean and Kaanapali golf course front...
Beautiful, Luxury Oceanfront Condo- Great View, A/C, Wi-Fi, Central Location
Enjoy cool island breezes, breathtaking ocean views, and whale watching in a brand new, fully renovated 3rd floor condo by the ocean. The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open...
Ekahi 8F, Oceanview Studio, extremely close to Beach and Main Pool! 2nd Floor
Escape to paradise with stunning ocean and green belt views from the lanai of this 2nd floor studio. 8F is a fully-furnished studio featuring cathedral ceilings, a comfortable living area, a California King bed, and a fully-equipped kitchen. The layout and décor of our...
Spacious luxury 2-floor villa with breathtaking ocean, golf, and mountain views.
Welcome to our spacious luxury villa, where you can enjoy breathtaking ocean views, golf courses, and mountains.This exceptional two-floor, 2-bedroom, 3-bathroom unit beckons you into a bright and open layout, encompassing an impressive 1756 square feet of interior...
Ocean Front Renovated 2 BR/BA Luxury Condo w/ A/C . 2nd Floor Unobstructed View
Royal Mauian #212 LUXURY OCEANFRONT condominium on the SECOND floor (Unit #212) is 30 feet from the ocean at the CENTER of Royal Mauian Resort allowing you to enjoy the 180 degree panoramic UNOBSTRUCTED CENTRE ocean view of the Pacific Ocean. A few steps from the Royal...
Oceanfront 2 BD Villa with Endless Ocean Views
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! We welcome you to stay in our nicely upgraded condo just a short walk from the beautiful beaches located in Kapalua. Relax and enjoy your Maui vacation at Kapalua Bay Villa 35G4. A gorgeous 2...
Stunning Deluxe Ocean View W/Lanai-Kamaole Sands
Kamaole Sands unit #10208 is located on the second floor: With all the space, comfort, and amenities necessary to accommodate an unforgettable Maui retreat, there is no place better than this recently remodeled one-bedroom/two-bathroom condo located within a block from...
Beachfront Retreat with Stunning Ocean Views at Hale Pau Hana on Kam II Beach.
Anchor Cove D2 is a single story property perched at the beachfront on the beautifully landscaped grounds of Hale Pau Hana Resort. Originally the resort restaurant, the building was reconstructed as a side by side duplex. Its prime location, large size, and proximity to...
Relaxing Ocean Front Views on Maui! Island Sands Condominium
This rare ocean-front condo is stunning! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles all year long! Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and...
OCEANFRONT Spectacular Condo - Breathtaking Ocean Views and 60ft From the Water!
Allow the sound of the waves to relax you as you enjoy a beautiful condo with all the modern amenities directly on the Ocean in Maui. High end appliances throughout. Modern decor professionally accessorized by Swan Interiors. Enjoy all the modern conveniences; free high...
REMODELLED, prime OCEAN VIEW at Maui's #1 Kaanapali beach J221
Enjoy a prime ocean and golf course view, while sipping your morning coffee from the privacy of your own lanai.Bright Hawaiian style decor adorns this comfortable and relaxing suite. Perfect for a couple seeking a 5 star relaxing suite in Kaanapali. Tastefully...
Serene Luxury Golf & Tennis Villa - outdoor pools, hot tub, bbq
Wailea Grand Champions Villas are the perfect place for vacation. Set amid Wailea’s Blue Golf Course and adjoining Wailea Tennis Club, this property is ideal to rest from everything Maui has to offer for your discovery. Within minutes of both driving and walking,...
180° Ocean views • Luxe condo • Steps to Beach
Enjoy panoramic ocean & sunset views year round from, Kihei Lani, a 5th floor luxury condo that artfully blends contemporary design, modern amenities and island style. Full, whisper quiet AC in all rooms! Ideally located in Kihei, the condo is right across the street...
Ocean View, Steps away from the pool
"COVID-19: Dear travelers. Even though we have always maintained an exceptionally clean property, you can rest assured that we are following the guidelines of the CDC and Expedia/VRBO for enhanced cleaning and disinfecting of short term rentals. Additionally, the State...
SUMMER SPECIAL! AMAZING VIEW! Book Between May 25th - Aug 31 375/night!
Breathtaking views from our Unit 507 at The Whaler on Kaanapali Beach. 1 back from oceanfront! 1 bedroom unit has a king sized bed and a full size Murphy bed. 2 full baths. Sleeps 4 comfortably. Also a well equipped full kitchen.Relax on the spacious lanai while...
Luxury Newly Remodeled 3 Bedroom Condo 20 ft from Beach
Come enjoy a stunning and spacious 3-bedroom condo villa at Kahana Village in West Maui, newly renovated and literally 20 feet from the beach, with two walls of glass and an amazing corner ocean view as well as a huge ocean front lanai.This beautiful private beach house...
Maui Kamaole I217 2brm/2bath Executive Vacation Home
6th night free! discounts applied when booked. offer good until Dec 15th, 2025.Treat yourself to luxury on a Budget in a custom furnished Wailea-quality executive vacation home in a quiet complex across the street from Kamaole III beach in South Kihei/North Wailea,...
Beachfront Platinum Condo, updated. Gorgeous Ocean & Crater Views. Makena Surf.
Building B is the premier beachfront building at Makena Surf, set among lush tropical gardens. From our condo (B202), gaze endlessly at the ocean, watch the whales breach (seasonal), experience magical sun sets, step onto the beach to swim or snorkel with the turtles or...
Maui Eldorado ~ G108 ~ Stay in the Heart of Kaanapali
This is a legally permitted vacation rental according to the County of Maui ordinances.Oceanfront Bliss with Spacious Living, Private Lanai, and Unforgettable SunsetsE Kō Mo Mai! (Welcome!) Embrace the spirit of aloha as you step into your personal sanctuary, where...
Modern, serene condo + lush views and top-notch amenities at Grand Champions #29
Modern and sophisticated with a splash of Aloha, #29 is an ideal spot for honeymooning couples and those returning for their tropical anniversary celebration. Tucked in the lush foliage at the back of Grand Champions, this condo has the unique feature of being in one of...
Maui Resort Rentals: Honua Kai Hokulani 248 – 2 BR w/ Fantastic Partial Ocean & Mountain Views!
Hokulani 248 is a luxurious two bedroom suite that offers guests the best of both worlds. Enjoy beautiful partial ocean views, as well as stunning views of the West Maui Mountains, right from the comfort of your spacious lanai (balcony).As the first two bedroom back...
Newly remodeled ocean view condo - Kihei Alii Kai
Summary:Unit D-205. Located across the street from the kamaole beach park. This property has all new furnishings and king size bed. Air conditioning, 65 in tv, full queen mattress wall bed as well as two twin sofa sleepers,, full kitchen with all the amenities . Owner...
Kahana Manor #603 - Vacation West Maui - Oceanview Near Beaches and Restaurants
Rest peacefully on our incredibly comfortable beds and wake up refreshed, ready to embark on another incredible day in Maui!This charming condo features:2 bedrooms and 2 bathrooms, accommodating up to 6 guestsSituated in an amazing location in Northwest Maui, with close...
Affordable oceanfront condo, amazing views, sunsets, beaches, pool in West Maui
Please support the Maui economy and the people here by continuing to visit this beautiful island. We are in Kahana, seven miles north of the town of Lahaina. Our property was not affected in any way by the Aug. 8, 2023, wildfires in Lahaina town. Mahalo.Kahana Reef is...
Hawaiian Serene Paradise Oasis at the Pool
Indulge in the serene ambiance of Maui Kamaole C-106, a sparkling clean condo conveniently located right next to the pool and just steps away from the stunning Kamaole III Beach. Featuring two tranquil garden patio lanais, including a completely private one, this ground...
Visit Enchanting Nanea! April 19-26, 2025
Welcome to beautiful Maui! Stroll the white sand Ka’anapali Beach, sharing sunsets with the isles of Lana’i and Moloka’i. Dine in the finest restaurants or grill your own fresh fish and steaks near the pool. Ride to the top of massive Haleakala volcano, or take...
3 BR Oceanfront Villa: Marriott's Lahaina Tower; Jan 9 - Mar 6th, 2027
Spend up to 8 consecutive weeks in the same 6th floor oceanfront villa within Marriott Ocean Club Lahaina Tower! Availability 1/9/27 through 3/6/27Can also be rented weekly. All weekly rental reservations must begin on a Saturday and depart on a Saturday.This 1700...
Charming. permitted cottage, short walk to Paia town & beach.nSTPH 2013/0004
Nestled on Baldwin Avenue, our plantation style one bedroom cottage provides convenient and comfortable accommodations for 2 people, with the amenities of Historic Paia Town and Paia Bay just a few minutes walk away and all areas of the Island within easy driving...
PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002
Wailea Elua #2002 Ocean View CondoThis newly remodeled in 2021 second floor 2 bedroom and 2 bathroom condo has an open floor plan, large lanai that looks out to the Ocean. Complimentary high-speed internet is included.Elua Village is a premier destination resort, with 2...
Pineapple Cottage B&B Vacation Rental Haiku Maui, Lic#BBPH2015/0011
Pineapple Cottage enjoys a 5-star rating. Enjoy peace and quiet overlooking a private gulch and stream with a bit of with ocean view. Pineapple Cottage offers hardwood floors, shaker cabinets, granite countertops, newly purchased leather sofa, and a covered lanai with a...