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.
Spacious Hawaiian Cottage Suite in the Upcountry of Maui!
This very spacious ocean and pool view cottage has everything you need to truly relax andenjoy the serenity of Maui. Designed in a vintage Hawaiian theme with a modern twist, thisroom offers a unique tribute to the great Hawaiian Surfer, Duke Kahanamoku. The cottage...
Prime Location for Oceanfront Lovers
Situated in Maalaea, just a short drive from the airport, Island Sands 110 is the perfect base to enjoy all that Maui has to offer. The condo is steps away from the daily bustle of Maalaea Harbor, where you can indulge in a variety of ocean activities, including snorkel...
Maui Resort Rentals: Honua Kai - 3 Full Bedrooms, Ground Floor, Steps to the Pools, Beach, BBQs!
This offering combines two neighboring ground-floor suites to create a three-bedroom retreat that includes two large lawn areas and easy access to Honua Kai's pools, beach, and BBQ areas. These neighboring suites provide a perfect opportunity to gather, reconnect, and...
Spring Sale! Oceanfront/Ocean view condo in S. Maui,Free A/C,Wifi,Parking,Pool!
Make your trip to Maui more memorable with a stay at our 5 star condo at Luana Kai. Luana Kai is a beautiful resort with immaculate grounds in a park like setting, ocean front in sunny Kihei with no busy roads to cross to get to the ocean. Just beauty and...
Priv Hot Tub + Shared Jungle Pool! - Ocean Lookout
Relax and unwind in this stunning private home on Maui's dramatic North Shore, with wraparound lanais, panoramic whitewater ocean, cliff and Haleakala summit views. Star gaze as you soak in your own private hot tub with a chilled glass of wine and enjoy a...
Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D
Luxurious Tropical Retreat - Unit 31D is truly "one-of-kind"!Ideally located overlooking the lower Ekahi Village, Unit 31D provides our guests with the best of everything Maui has to offer: spectacular views, privacy and a short stroll to the beach and main pool.With...
Oceanfront Villa - 3 bedroom with amazing views! APRIL 18-25, 2025
-AMAZING VIEWS from the OCEANFRONT balcony!-Master bedroom with king-sized Westin Heavenly® Bed and HDTV-Master Westin Heavenly® Bath with large shower, vessel tub and double vanity-Guest bedrooms with king-sized Westin Heavenly® Bed and HDTV-Guest Westin Heavenly® Bath...
PERFECT Maui Getaway! Wailea Ekolu Luxury Ocean View Top Floor Condo
Welcome to ocean view luxury in the heart of Wailea; welcome to your perfect Maui getaway. This 2 bedroom, 2 bathroom renovated condo in the Wailea Ekolu neighborhood gives you all the amenities of home, combined with all the luxury of a resort, and all within a 15...
This upscale, high end condo has all the amenities and comforts you could ever want in a vacation rental. A large dining table is located on the lanai where you can sit and watch the whales, boats and surfers. The weekend brings the canoe club and kayakers going by your...
Let's Do Sunset On Maui! 1 Minute Walk to Beach and Sunsets
Close to the beach without the beachfront price tag! Located just a 1 minute walk from white sandy beaches, stunning sunsets, & turtles on the beach daily, this island retreat is an ideal getaway. Your dream condo is centrally located in the heart of Kihei, Maui. This...
Wailea Beach Villas PH502 - Professionally Managed
Wailea Beach Villas Penthouse 502 boasts a panoramic ocean vista, ideal for whale watching in the winter, and with spectacular sunset views all year long. This top floor penthouse has been exquisitely redecorated with an elegant, casual décor. Your private elevator...
Ocean front 180° Ocean Views! Kapalua Bay Villa 22G2!! Quam Properties Hawaii
Experience the epitome of island luxury at Kapalua Bay Villa 22G2, a ground-level retreat offering sweeping 180° ocean views and effortless indoor-outdoor living. This spacious two-bedroom, three-bathroom villa welcomes you with an open floor plan and expansive lanais...
Kaanapali Alii 4832 Bedrooms | 2 Bathrooms | Sleeps 6 | Mountain View________________________________________Kaanapali Alii 483 is a beautifully appointed one-bedroom mountain view condo with a fully enclosed den that comfortably serves as a second bedroom. Start your...
Ka'anapali Beachfront Estate – Brand New Home with Luxury Amenities
The most magnificent estate to come to the rental market in decades, perhaps ever. This massive 11,000 sq. foot, 11 bedroom estate sits directly on the world famous Kaanapali Beach, recently voted the best beach in America.Developed from the ground up over a 3 year...
Makena Surf C-107: Premier Luxury Condo • Local Art • 2 New Pools • Pickleball
Located in a hotel-zoned area, our condo won't be banned by Bill 9. Vacation rentals will remain completely legal here—no worries for your stay!PLEASE NOTE THAT THE SECOND BEDROOM CAN BE CONFIGURED WITH EITHER A KING BED OR 2 XL TWIN BEDSMAKENA SURF C107A Premier Home...
Renovated 2 bd condo steps to Kihei beaches
Haleakala Shores A410 is a 2-bedroom, 2-bathroom with a split air conditioning system and 2 master ensuites and can accommodate up to 6 guests. This 4th-floor haven of unparalleled luxury and comfort has been meticulously crafted to enhance your Maui getaway. Recently...
Disclosure: Please note that the lot below the villa is currently being used for worker parking related to a nearby hotel project. There is no construction taking place in this lot; however, you will notice vehicles parked there during weekday hours, and some associated...
Spacious two-bedroom split-level Kihei condo
Welcome to Maui Kamaole M210, a stunning 2-bedroom, 2-bathroom split-level condo that combines modern comfort with tropical island charm. Located in one of Maui's most sought-after complexes, this beautiful retreat offers everything you Welcome to Maui Kamaole M210, a...
Ka’anapali Alii 1633 Bedrooms | 2 Bathrooms | Sleeps 9 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 163, an inviting 2-bedroom, partial ocean-view residence, with a fully enclosed den that comfortably serves as a third bedroom....
Maui Parkshore 2 Bd 2 Bth Great Ocean View Vacation rental
Experience the ultimate Maui Style living with this top-floor 2-bedroom, 2-bath condo at Maui Parkshore - boasting panoramic views of the Pacific Ocean. Located just steps away from the golden sands of Kamaole Beach Park III. Designed to capture the essence of...
Summary:Bright, modern, and spacious. Thoughtfully designed to elevate your experience with us. This completely remodeled one-bedroom, two-bathroom condo features luxurious touches throughout paired with nice ocean view from the lanai. Located in the sunny and vibrant...
NP B28 March price drop! 1BR gorgeous, private spot, full AC, well stocked
Whether your idea of the perfect Hawaii vacation includes snorkeling, surfing, golfing, paddle boarding, hiking, or just relaxing on the covered lanai, by the ocean or by the pool with a good book, Napili Point condo B-28 is your perfect home base. Our luxurious and...
Kaanapali Alii 2342 Bedrooms | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Welcome to Kaanapali Alii 234, a beautifully renovated one-bedroom garden view condo with a fully enclosed den that comfortably serves as a second bedroom. Relax...
Hawaiiana Hale – Ka'anapali Beachfront Home
Hawaiiana Hale is one of the most luxurious beachfront homes in Maui. With breathtaking panoramic views that sweep from the golden sands of world-class Ka'anapali Beach to the warm, calm waters and the islands of Lana'i and Moloka'i. You will experience true paradise at...
I.P.M Presents: Villa C302 - Spectacular NEW Remodel + Great Ocean View!
SECURE YOUR RESERVATION WITHIN MINUTESSAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS24 HOUR PROFESSIONAL PROPERTY MANAGEMENT SERVICES WAILEA BEACH VILLAS C302 NEW REMODEL COMPLETED NOVEMBER 2023 INCLUDES: New bedroom flooring and area rugs, new living room and...
Brand New Luxury Maui Kamaole Condo Grd Flr D112
Mana Hale, Maui Kamaole D-112 is a totally renovated gorgeous ground floor, 1 bed 2 bath partial ocean view condo. It features a full kitchen, brand new air conditioning system, new amenities including large screen TV, Roku players, washer/dryer, workstation, and...
Luxury Villa Steps from Wailea Beach with Resort Amenities & Stunning Upgrades
This property is hotel zoned, and not being affected by the recent proposed legislation.Wailea Beach, voted one of the top beaches in the world, is a short walk from Ho'olei Villas. This amazing beach offers numerous activities such as paddle boarding, snorkeling, sea...
Newly remodeled corner unit w/ large patio -Wailea Treasure awaits you!
In sunny Wailea, a short stroll to some of south Maui's most incredible sand beaches, you will find our WAILEA TREASURE! Close proximity to all of the great Wailea amenities like world class resorts, golf, tennis and shopping. We offer a recently remodeled (down to the...
Beautiful Ocean View! Newly renovated kitchen and 2 Air Conditioners
Our 2 bedroom condo is located on the 3rd floor at the Kihei Akahi.Newly renovated kitchen. We installed not one but two split Air Conditioners! One split AC is located in the Living Room and one split AC in the Master bedroom.Great ocean views from the lanai / balcony....
Kalapana: 3 BR Luxury Home in West Maui with Pool & Hot Tub
Discover the best in hospitality: Your five-star retreat awaits!Kalapana is truly “Privacy in Paradise” as the home is surrounded by 1.5 acres of lush tropical gardens and fruit trees, in the beautiful neighborhood of Launiupoko, Lahaina. This luxury home is fully...
South Kihei Condo; Steps to Beach!!
Aloha!Enjoy this awesome 2nd floor unit, steps to the beach, shopping and dining, with a partial ocean view from the living room and lanai.The property has 1 pool, barbecue grills located directly outside the unit just downstairs, and beautiful landscaping throughout....
Sunset & Ocean Views | Platinum Rated
Nestled in the prestigious Wailea Ekahi Village, condo 30D is an exquisitely decorated island-inspired vacation rental that offers a perfect blend of luxury and comfort with breathtaking ocean views. The lanai provides an idyllic setting for outdoor dining or morning...
PREMIERE location of Napili, with 116 EXCEPTIONAL REVIEWS!
Aloha, enjoy stunning scenery and serenity at our home on the 'Point Oceanfront' at Napili Point on Maui with unobstructed views of the Palilolo Channel, Molokai and Lanai. Our home is the most premier location in Napili. Discover the advantages of being on the 'Point'...
Fabulous Ocean View Condo, Near Kaanapali.
This is one of the best spots on Maui & a great way to support local businesses as Maui recovers. Easy access to anywhere you want to go, and close to shopping, beach and snorkeling. Snorkel in Kapalua, or go for a little hike - it's all a short ride away.Condo...
Spacious Condo on Favorite Local Beach
Wailea Ekahi 3E is a charming one-bedroom vacation rental located in the picturesque Wailea Ekahi Village. Situated on the second floor, this condo offers elevated views over the tropical grounds lush with colorful island landscaping. The vaulted ceilings and oversized...
This luxurious 3BR/3BA residence is conveniently set within Enclave Three of the Luana Garden Villas. As a premier elevated offering, Villa 15C is defined by its west-facing orientation. Its designation within our "Elevated" collection at Luana Garden Villas offers a...
Beachfront Condo with Postcard Views
Experience the ultimate Hawaiian getaway when vacationing at Wailea Elua 1301. This beautifully designed vacation rental featuring an open floor plan showcases spectacular ocean views from the living room, dining area, and kitchen. The great room is perfect for...
OCEANFRONT CONDO - INCREDIBLE VIEWS! Kihei Sands Beachfront Condos-B9
Pack your favorite flip-flops & get ready for a winter filled with sun, sand, & whale tails. Maui is calling, and it's never been more inviting with our NEW LOWERED Winter rates starting November to March 2026!Are you craving PANORAMIC views from your condo & private...
Maui Resort Rentals: Westin Kaanapali Ocean Resort Studio Deluxe Oceanview Villa
The Westin Kaanapali Ocean Resort graciously rests along a pristine expanse of Kaanapali’s North Beach. This studio offers a unique and incredible deluxe oceanview that combines the Westin’s standard of quality with one of Maui’s most spectacular ocean views. As the...
Spectacular ocean and beach view 2 BR condo, steps from the ocean!
E Komo Mai! Welcome to 603 Kamaole Beach Royale, our home away from home.We enjoy a spectacular view of the beach, the ocean, and the neighbour islands from the sixth floor of Kamaole Beach Royale, a seven-story building situated right across the street from Kamaole...
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...
2 Bedroom Oceanfront in Honokowai - Pikake A6
This ocean front corner condo is so light and airy and so close to the water. It is a great 2 bedroom located on the ground floor in Honokowai. The kitchen was updated with new appliances, renovated with granite counters, bamboo cabinets and a glass/stone back splash...
Maui Kamaole One Beachfront Condo at Charley Young Beach
Discover your perfect Maui beachfront getaway at Kamaole One #9, this beautiful 2-bedroom, 2-bath oceanfront vacation rental located directly on Charley Young Beach, the north end of the world-famous Kamaole I Beach Park in sunny South Kihei.This rare oceanfront condo...
G204 | Tropical Paradise | Beachy Kihei Surf Bungalow
Welcome to your perfect Maui getaway at this beautifully updated 2-bedroom, 2-bathroom condo in Kihei Garden Estates. The contemporary "surf shack" design creates an authentic Hawaiian atmosphere, featuring a spacious loft primary bedroom with a plush king bed and...
★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL
This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and...
Kamaole Sands 3104-BRIGHT, Clean, and Fresh!
Kamaole Sands 3-104 has some features that separate it from other condos and make it a great choice for your vacation:1) The lanai is not only oversized and covered, but it also faces SW. This means you ALWAYS have the choice between full sun or full shade. It is on the...
KBM Resorts| MON-1205 At Montage Kapalua Bay
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Maui Banyan #G-309 Ocean View 2-bedroom condo in fabulous Kihei
Located in the heart of Kihei, this condo is a dream. With 2 bedrooms featuring two king beds with ceiling fans, Queen size sleeper sofa in Living room, 2 bathrooms with rainfall showers. A chef's kitchen fully stocked with many culinary appliances. It also includes a...
🌺🍍Direct Oceanfront Condo with Amazing Views!! 🍍🌺
Oceanfront Condo at Hale Mahina – Unit A4052 Bedrooms • 2 Bathrooms • Sleeps 5 • Oceanfront • Pool & Hot Tub • Top-Floor UnitWelcome to your Maui getaway! Hale Mahina (Ha-lay Ma-hee-nah) is a boutique, oceanfront property on Maui’s beautiful West Side—just minutes from...
ICC 20 Remodeled 2Bedroom Hawaiian Cottage w Pool AC
International Colony Club 20 Fully Remodeled Hawaiian Cottage- Walk to Beach & Steps to the Pool! International Colony Club 20 is a charming, rustic plantation style cottage in Kaanapali is the perfect place to completely unplug and relax, or treat as your home base for...