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.
Perfect location in Kihei! 5 minutes to the beach!
If you want to be close to it all - best beaches, best snorkeling, only surf spot in Kihei, SUP, kayaking, snorkel tours, dinner cruises, shopping, restaurants, nightlife - our recently updated, owner-managed (no dealing with unresponsive property managers) condo is the...
Ocean Front Sunset & Whale-Watching Views at Hyatt Vacation Club
The Hyatt Vacation Club is a new luxury ocean front resort on the south end of Kaanapali Beach, combining the best features of a luxury hotel and a deluxe condominium. This ocean front villa features floor-to-ceiling sliding glass doors opening from the living area and...
Maui Kamaole I217 2brm/2bath Executive Vacation Home
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, Maui. A cozy, private, and quiet 2 Bedroom+2 Full Bath vacation home with...
Best Views at Honua Kai - Penthouse Suite with Private Lanai & Grill-Honua Kai K1025
This condo is zoned hotel and is a legally compliant vacation rental in Maui CountyLuxurious Penthouse Escape with Sweeping Ocean Views, Private Lanai, and Resort-Style AmenitiesAloha e komo mai – Welcome to your luxurious Maui retreat, where the aloha spirit and the...
New Listing! 30% Off - Thru 4/30/25! Beachfront, Family Friendly, AC & Pool!
Welcome to Kahana Village Residence 37, a stunning 3-bedroom, 2-bath unit in West Maui. Offering breathtaking ocean views and an exceptional direct oceanfront location, this condominium provides the ultimate Hawaiian getaway. The lush green space in front of the unit...
Gorgeous Oceanfront Condo in South Maui * Royal Mauian *
Fully remodeled and updated, our home is ideally suited for a romantic getaway, celebrating a special life milestone, those looking for a little laid-back downtime, and anyone wanting to enjoy Maui to its fullest potential. Our 1 bedroom 1 bath oceanfront condo is in...
Ocean front | Snorkel with turtles!
Summary:We invite you to relax in the private and peaceful Honokeana Cove with breathtaking views of the Pacific Ocean. You will be very impressed with this direct oceanfront, luxury, vaulted-ceiling townhome with gorgeous views of the ocean and the island of Molokai...
Wailea Elua Village 2012 - 1 Bedroom Ocean View Condo
Wailea Elua Village 2012 is a luxurious vacation rental located in the stunning Wailea area of Maui. This one-bedroom, two-bathroom condo offers an ideal retreat for couples or small families, providing a perfect blend of comfort and elegance. The property is part of a...
Sands of Kahana 243 was $560/nt, now $425/nt
Rent with confidence. Our condo is in a resort property that is zoned Hotel and is exempt from the new Short Term Rental prohibition. We offer a very friendly cancellation policy.BEAUTIFULLY REMODELED HOME AT THE SANDS OF KAHANA! THE REMODEL INCLUDES ZONED AIR...
- Luxury Vacationing Modern Condo - Spring Specials -299 USD-
***The pool has just been renovated and it is gorgeous*** DESIGNED BY A NYC ARTIST. THIS BEAUTIFUL CONDOMINIUM IS BORDERING KIHEI AND WAILEA IN SOUTH MAUI, HAWAII. IT IS LOCATED AT THE GORGEOUS MAUI HILL RESORT BY ASTON. THE PROPERTY HAS BEAUTIFUL GARDENS, SWEEPING...
Papakea K207 Relaxing Maui 1BD Condo w Pool & Beach
Papakea K207 NEW LISTING Relax on Maui at this 1Bedroom, 1Bathroom, Just Steps from the Pool and Beach! Papakea K207 is a spacious, 1 bedroom, 1 bathroom condo in West Maui and styled in a tropical Hawaiian decor. This fully furnished home sleeps up to 4 guests with...
Beautiful 2 Bedroom Oceanfront Condo Makena Surf F307 - Luxury Awaits!
Surround yourself in luxury while enjoying privacy and seclusion all while being close to world class dining and shopping. Enjoy unparalleled views and seamless indoor/outdoor living with a top notch beach steps away and some of the best snorkeling on island directly in...
Captivating Ocean Views from Polo Beach Club 805! Direct Beach Access
Book Your Stay and Get a $300 Gift Card!Planning a getaway? Book a stay of 5+ nights between September 24th and November 9th, and you'll receive a $300 gift card to enjoy at some of the best spots around! Choose from Cafe O Lei, Kohola Brewery, or Cool Cats to indulge...
Very Comfortable Kamaole Sands Condo in Kihei
Please check out my comfortable quiet (end unit, Building #5 2nd floor) 1 bedroom condo 2 baths (818 sq ft) with views of the pool, partial ocean view, remodeled kitchen and bathrooms, recently painted, new carpets and conveniently located to everything you need, the...
Oceanfront Condo & Pool, Beautiful views & Sunsets
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Hale Hui Kai 309! This beautiful condo is located within a beach-bungalow style oceanfront Complex, situated on the long span of golden sand that is Keawakapu Beach in Kihei. This 2 bedroom/2...
Ho'olei Ocean View 21-6 Newly Listed, Renovation May 2025
Remodel completed June 2025! See the new photos just posted!The entire home has been repainted, almost all the furniture was replaced, a lot of new beautiful art was added, and all new hardwood French oak floors were installed in the bedrooms.. We also remodeled the...
New Listing- Spacious, Remodeled Direct Beachfront with A/C & on Sandy Beach
Our condo is zoned "Hotel/Resort" so no need to worry about our zoning.Hear the Waves....Lay in bed and listen to the waves! Spacious condo with direct beach & ocean view. A Sandy Swimmable beach is right outside your door. *** Book with confidence! You will be offered...
"Peggy's Place" - Premier Beachfront Condo for Families -- Direct Beach Access
Just bring your swimsuit and Aloha spirit to Peggy's Place, a recently remodeled beachfront condo on Maui's best family beach. Step right onto the sand and enjoy stunning oceanview sunsets, soak up the sun with the included beach gear, or fall asleep to the sound of...
One of our best on SALE & Wide Open (4/16- 5/8) ~ Must See OCEAN FRONT Villa ~
Welcome to Hale O Ho'okipa which translates in Hawaiian to 'House of Hospitality'.Truly one of the nicest ocean front villas in the Kapalua Bay Villa Resort! Some make this claim without conviction, but we have provided quality photos and a professionally produced video...
Boasting a highly desirable ground-floor location, Hokulani 112 has been thoughtfully upgraded throughout and offers partial ocean views from its expansive adjacent lawn. With the pools, beach, gourmet market, and BBQ stations just steps from your door, this suite...
Breathtaking views of Kaanapali Beach, Black Rock and the island of Molokai.
Beautiful views of the world famous Kaanapali Beach and Black Rock from this 1 bedroom, 2 bath condominium. Sleeps 4. Seasonal watching of humpback whales, spectacular sunsets or enjoy your morning coffee or breakfast on your large lanai while the beach and blue ocean...
KLVR welcomes you to Luana Garden Villa 6B, short walk to the beach Honua Kai
Kaanapali Luxury Vacation Rentals welcomes you to the Beautiful Ground floor Villa Luana 6B at Honua Kai ResortKaanapali Luxury Vacation Rentals welcomes you to the Beautiful Ground floor Villa Luana 6B at Honua Kai ResortLuxurious private villa steps away from world...
Stunning Panoramic Ocean Views
Welcome to Maui Ka’anapali Villas!Our beautiful One Bedroom, 2 Bathroom Corner Unit is extremely rare! Located on the 5th floor of the Aloha Tower featuring breathtaking panoramic ocean views from the Living Room, Open Kitchen and the Bedroom. Enjoy both morning...
Luxury Upcountry retreat with breathtaking views!
PermitsBBMP2019/0006 & SUP2 2019/0003GE-081-730-0480-01 & TA-081-730-0480-01This is a BnB not a STRHOwners live on property.Aloha, sorry but at this time we are not hosting to families with children younger than 12 Mahalo.This is a NO SMOKING property. Mahalo. Our...
Remodeled-Ocean Views from Every Window-Great Beach Access-Ac-Well Equipped
Book with confidence, this stunning, 2 bedroom, 2 bathroom (1033 sq. ft) condo that has been completely remodeled with beautiful modern finishes. The condo has ocean views from every window and great beach access as it is right across the street from Kamaole Beach 1....
Vacation in a Tropical Paradise Napili Shores - C121 Studio
Napili Shores Resort offers luxurious condominiums in the tropical paradise of Napili Bay. The resort is located on six beautifully landscaped acres and has two pools and two restaurants on the property. It's a getaway spot you won't soon forget!Our studio is a comfy,...
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...
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
• 2 fully stocked kitchens • Outdoor hot tub and private jacuzzi tub in the penthouse• Fully fenced yard and lush tropical garden• Top-of-the-line amenities.• Have fun with the whole family at this stylish place.• Feel free to message us with questions or check out our...
KAS 7307 Remodeled Condo w Garden Views AC Walk to Beach
Kamaole Sands 7307 Remodeled 1Bedroom Condo Across the Street from Kamaole III Beach Park at One of the Best Resorts in Maui with Pool, Hot Tubs, Tennis, and More FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your...
This luxurious 3bedroom/3bath residence is conveniently set within Enclave One of the Luana Garden Villas. Villa 2A's north facing orientation offers a Shady respite from West Maui's legendary endless sun and its designation within "Grounded" collection at the Luana...
Honua KAI- HK 314-1 BEDRM-1 Bath-⭐️⭐️⭐️⭐️⭐️ 67 Five Star Reviews-Ocean & MNT Views
Aloha, Our condo (Hokulani 314) has just been newly upgraded and remodeled with new furnishings and wall art. Our beautiful one bedroom unit has a king bed and living room with a Queen sofa bed. The condo comfortably sleeps up to 4 guests and is located in the beautiful...
Kaanapali Alii 2652 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 265, your dream vacation rental in the heart of Maui’s renowned Ka'anapali Beach. This luxurious two-bedroom paradise combines modern...
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...
WHALE Watching & OCEAN Views! Honua Kai Penthouse- Top Floor- Remodeled June'24
🌴 West Maui is Open – and Honua Kai is Resort-Zoned. 🌴Book with confidence knowing you’re safe from the recent legislation impacting other short-term rentals.🌊 Welcome to Hokulani 749 at the award-winning Honua Kai Resort – a stunning penthouse offering one of the most...
Maui Kā’anapali Villas 291: 1-bedroom condo located ocean side
Maui Kā’anapali Villas 291: 1-bedroom condo located ocean side in the Emerald building, overlooking the Pool, with partial Ocean views.The space:This one-bedroom condominium is located in the popular Emerald building, renowned for stunning views of the pool, grounds,...
Oceanfront Luxury 1 BR Condominium - Perfect Honeymoon Spot!
Escape to our charming 1-bedroom condo in the heart of Wailuku(Ma'alaea Village), Maui. Nestled just a short walk from the stunning West Maui Mountains, you'll be surrounded by breathtaking natural beauty. Take a leisurely 13-minute stroll to the vibrant Maalaea Harbor,...
Unobstructed view of Molokai from our Lanai. Watch the Whales!
Recently remodeled and continuously updated two bedroom condo located on the second level with no one above you! Master bedroom with ensuite bathroom is on the main level. It is a peaceful bedroom with a king size bed, ample closet space and a flat screen televison. The...
Wailea Ekahi 24B - Modern Garden Retreat w/ Lanai, Split AC & Stylish Renovation
Nestled on the ground floor, Wailea Ekahi 24B is a beautifully remodeled one-bedroom, two-bath condo featuring a sleek, modern design and effortless indoor-outdoor living. With elegant finishes throughout, including quartz countertops and stainless-steel appliances,...
Wailea Grand Champions 111 - 2 Bedroom Garden View Condo
Wailea Grand Champions Villa 111 is a spacious two-bedroom, two-bath vacation rental condo that accommodates up to six guests, making it an ideal choice for families or friends traveling together. The first bedroom features a comfortable king-sized bed, while the second...
Oceanview King Studio | Maui Banyan, Walk to Beach
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Enjoy your Maui getaway in this top-floor Maui Banyan studio featuring ocean views from your private...
Ocean, Greenbelt and Haleakala view Ekahi 33E
Ekahi 33E offers a rare setting with views of the ocean, Ekahi's greenbelt and Haleakala. In Ekahi's lower village it's a short walk to the main pool and Keawakapu Beach. Renovation completed Jan 2020 & new to the rental market, 33E is exceptionally well furnished,...
Maui Banyan king, 2 bathroom, steps to Kamaole beach, sleeps 4 - No parking fee
In Maui its all about LOCATION and this unit is in the perfect spot. Maui Banyan is located in prime South Kihei where the weather is sunny and beautiful year round. It’s across the street from Kamaole Beach II which is one of the few beaches in Maui with a lifeguard...
Wailea Elua 1101 - Beachfront Section - Ocean View -1 Bedroom &NewQualitySofaBed
We are a 1 minute walk from the amazing Ulua Beach. You can see and hear the ocean from our condo. Relax viewing the ocean on a private, quiet lanai surrounded by tropical gardens. Earth-friendly furnishings and complete “green” remodel. Gourmet kitchen, spacious...
Ocean View/Golf course A210 Maui Eldorado, Remodeled
E Komo Mai “welcome” to Maui Eldorado A210, with ocean and Kaanapali golf course views at unit A210!!Enjoy a fresh and modern stay with a newly remodeled kitchen, bathroom, flooring and furniture. Located in the heart of Kaanapali. Voted #1 Kaanapali beach by Conde...
Stay & Save Plenty this April & May! ~ Spacious, Comfortable & Clean ~ Platinum Maui Vacations
Aloha! Welcome to another exclusive member of the Platinum Maui Vacation Ohana! All villas in our program are given Hawaiian names. This Kapalua Golf Villa is named Hale O Ohana, in Hawaiian translates to: "Home of Family".We include, extras like:~ Secured wifi /...
Have it ALL! Spacious 2Bdrm 2Bath w/ awesome view, location & exceptional value
The highly sought-after Papakea Resort is a gem on the West side of Maui which keeps guests returning year after year. The grounds are meticulously manicured for a classic Hawaii vibe and the pools, putting greens and coy ponds are absolutely beautiful. Check-in is easy...
Remodeled ground floor Kihei studio with AC across from beach
Welcome to Kihei Bay Surf 140. This completely remodeled ground floor studio has all the comforts of home. Feel right at home in this quaint coastal styled condo that can accommodate 3 people with the window AC unit, sofa sleeper, and ceiling fan. Pool, spa and tennis...
Makena Surf C207 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf C207, a vacation rental nestled in paradise. This spacious suite offers a serene escape, featuring two large lanais surrounded by the sweet scent of Plumeria. Unwind after a day at the beach by relaxing with friends and family, engage in a...
New Listing! Modern, cozy 2bd getaway by the Shore
Welcome to Kahana Manor 208 — Your Relaxed West Maui Retreat. Perfectly located in the heart of Kahana, this 2-bedroom, 2-bathroom condo is ideal for families, couples, or friends. With two queen beds and a queen-size sleeper sofa, it comfortably sleeps up to six...
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...