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.
Oceanfront Polo Beach 407 - Professionally Managed
Polo Beach Club 407 is a premier oceanfront vacation rental located in the upscale resort area of Wailea. This two-bedroom, two-bathroom condo offers guests a luxurious and comfortable stay with sweeping ocean views and direct beach access out front. If looking for the...
Ka’anapali Alii 4932 Bedroom | 2 Bathrooms | Sleeps 6 | Mountain View________________________________________Escape to paradise in this stunning 1,513 square foot one-bedroom mountain view condo with a fully enclosed den that comfortably serves as a second bedroom....
Courtyard and views of Black Rock - Newly remodeled
Unit 556 at the Whaler is a one-bedroom, one-bath. Sitting in the best location on Maui’s prestigious Kaanapali Beach, this luxurious courtyard facing condominium has breathtaking ocean and island views. Relax on the spacious private lanai while looking out over the...
Island Chic w/Loft! AC, Lanai, Kitchen, WiFi, Flat Screens+Laundry–Kamaole Sands 9411
Toast epic sunsets on the lanai of this modern 1,200sf suite with Pacific view. Tropical style rolls out with a spiral staircase to loft and master bedrooms, modern kitchen flowing into the open living area, laundry, ceiling fans, AC, WiFi, flat screens and DVD. Sleeps...
COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!
If you’re looking for a modern, quiet, luxurious Wailea retreat, this is it! Unit #1204 was completely gutted to the studs and rebuilt with comfort, families, and easy vacation living in mind. Located on the interior courtyard of The Palms at Wailea, this quiet...
Oceanfront Penthouse Sleeps 8! New Central Air! Gorgeous 180° Views- w/Loft!
Penthouse views, three breezy bedrooms, and front-row whale watching. This top-floor oceanfront condo offers Moloka‘i sunsets, honu in the surf, and open-air dinners on the lanai. With central A/C, three baths, and Papakea’s pools below—you may never want to leave.• 3...
ANY Closer U'D BE WET, Oceanfront, Ground Floor! ~25 FT 2 Ocean, Steps to Beach
.. . . . . . . . . . . . . . . . . WELCOME TO SUNSET CENTRAL! . . . . . . . . . . . . . . . . . . At Sunset Central YOU ARE SO CLOSE YOU CAN FEEL THE OCEAN! As soon as you walk into SUNSET CENTRAL you take a deep breath and start to smile. The view is as good or better...
Maui Resort Rentals: Honua Kai Konea 529 - 5th Floor 3BR w/ Ocean Views from Every Room!
This three-bedroom deluxe oceanview residence offers breathtaking views of the Pacific Ocean and the neighboring island of Lanai from its prime 5th-floor vantage point.The residence affords a perfect opportunity to gather, reconnect, and celebrate. There is ample room...
E Komo Mai! Ho'okipa Rose, Peaceful, Tropical home in the quaint town of Haiku. Lovely 2 bedroom, 2 bath, 1000 sq. ft. cottage located on private, two acre property. Fully equipped kitchen with everything you need to prepare meals. Upscale amenities throughout. Outdoor...
Immaculate, Luxury Comfort, Stunning Views - Hawaiian-Chic, Mid-Century Modern
Experience the beauty of Wailea from the moment you arrive in your spacious and stylish villa. Situated in a secluded position of the Grand Champions resort property you can relax on the lanai and take in the views, get to that book you’ve been meaning to read, or enjoy...
The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!
The Maui Escape is located with views of the upper pool and the spectacular surroundings. The villa's location is the perfect combination of being close enough to view the pool but far enough for privacy. At night the ambiance from the lanai is breathtaking with...
Koa Lagoon- Beachfront - Spectacular Location with Incredible Views
The top floor ( 6th floor) Corner unit makes this a prime location! A beachfront location with a panoramic views of the gorgeous Pacific Ocean. This property is upgraded and updated with an open floor plan and two bedrooms and two bathrooms. The decor is tasteful and...
Aston Maui Kaanapali Villas A101: 2 Br Premium on N. Kaanapali Beach Sleeps 6
At the heart of the Maui Ka’anapali Villas Resort, an opulent retreat awaits. This sprawling ground-floor condo boasts wide open spaces, with lofty ceilings, and walls adorned with fine Polynesian and Asian Pacific antique art. Soft creamy décor pays muted compliment to...
Ocean front! 20' from water, downstairs unit. True beachfront, Pikake. No fees!
Escape to paradise with our ground floor condo at The Pikake in Maui! Enjoy the ultimate beachfront experience in this one-bedroom, one-bathroom retreat located on the desirable West side of Maui between Lahaina and Kapalua. With no deposits, resort fees, or check-in...
This luxurious 3BR/3BA residence is conveniently set within Enclave Two of the Luana Garden Villas. Villa 10A's west-facing orientation offers an open view between the Hokulani and Konea Towers, and its designation within our "Grounded" collection at the Luana Garden...
Recently Renovated - Walk to the Beach
Welcome to Wailea Ekahi Village 23C. This residence was fully renovated in the fall of 2024 and features beautiful furnishings and decor to offer you a relaxing, island-inspired retreat. Nestled within 34 acres of lush tropical landscaping, 23C is a ground-floor...
Serene Ocean Vw, Pool, 1Bd/1Bth 20% off Feb - Apr
Keep your eye open for last minute discounts!Kai Moana Hale is a one bedroom one bathroom unit on the second story of a two story building. This is a well appointed and very lovingly updated condo that the owner stays in often. The kitchen is set up for cooking just...
🏝️SUMMER Special-Renovated Golf, West Side Getaway🏝️
This two-bedroom/two-bathroom condo is perfect for any getaway. Whether you are looking to play golf at the world class Bay and Plantation Course, relaxing and romantic getaway with going to the spa at Montague or Ritz Carlton, enjoying wonderful restaurants at Sansei...
Experience Paradise Summer Special: Updated Kapalua Golf Villa 5-Star Ocean View
Our condo, 26T8 Kapalua Golf Villas, has everything you need for a perfect vacation:COMFORT: Central air conditioning, remodeled kitchen, new furniture, newly carpeted and painted, king bed upstairs, and new sleeper sofa with a memory foam mattress downstairs. VIEW: Our...
Widely regarded as the premier two-bedroom floor plan at Honua Kai, this 7th-floor oversized 2BR deluxe oceanview corner suite boasts a 1325 sq ft interior with direct ocean views from the kitchen, dining room, and living area, as well as the 340 sq ft wraparound lanai....
KKN 13231 New Listing Kihei Condo w Pool Conveniently Located Across from Beach
Kihei Kai Nani 13231 NEW LISTING Experience Kihei and Wailea from this Conveniently Located Condo Across the Street from the Beach at Kamaole!Escape to Maui this year to this 1-bedroom, 1-bathroom condo at Kihei Kai Nani, located in the heart of sunny Kihei, Maui. Great...
THE Best Ocean Views! Modern, Beach, Pool, Whales, Views! Video Tour!
**Welcome to Kihei Holiday #220 – Your Oceanview Retreat in the Heart of Maui**Indulge in island living at **Kihei Holiday #220**, a newly renovated, top-floor condo offering panoramic ocean views, elegant design, and the laid-back charm of South Maui. Perfectly located...
Maui Eldorado ~ J-106 ~ Walk-Out Ocean Views
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances. Breathtaking Ocean Views, Spacious Lanai, and Exclusive Beach Cabana at Maui EldoradoE Kō Mo Mai (Welcome) to your perfect Hawaiian retreat at Maui Eldorado, where the...
Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit
• Oceanfront• Split A/C units• King bed• Remolded November 2024• Beach access from condo complexFully remodeled in November 2024, unit 313 is a custom built, detailed, upscale condo welcoming you. You will find this bright, beautiful one bedroom, one bathroom oceanfront...
Tranquil 2-bedroom condo with AC, in Kihei. Steps from the Beach!
Stay comfortably in Kihei at this 2-bedroom condo. The space features 1 king bed and 2 twin beds, perfect for a small group of guests. With WiFi, AC, and a cozy living room with a sofa bed, this condo offers a superb stay. The bathroom includes a shower and a hairdryer...
KRV 1423 2BD Kapalua Villa w Ocean Views Relax Recharge
Kapalua Ridge Villas 1423 Experience Kapalua, Maui from our Spacious 2Bedroom, 3Baths, Ocean View Villa! A Tropical Retreat to Relax and Recharge Welcome to our charming home away from home, nestled in the heart of the picturesque Kapalua, Maui resort area. This...
Whaler on Kaanapali Beach Oceanfrnt 2 Bdrm April openings! Whales Whales Whales!
Breathtaking views of Black Rock, Molokai, and Lanai - Whaler 552 is a beautiful 2 bedroom, 2 bathroom suite located oceanfront at The Whaler on Kaanapali Beach. Enjoy year-round sunset views and seasonal humpback whale watching right from your own lanai! Just steps...
Oceanfront and Sunset Views: Beautiful remodeled Ground Floor Condo - The Mahana
The property and its breathtaking views were already spectacular, but it's now even better thanks to a recent remodel. From the exquisite Travertine flooring and luxury mattresses to numerous activities and pool use, this oceanfront Maui property offers everything you...
Ocean front 1 Bedroom condo in desired F building in Papakea Resort in Maui HI
No resort fees!! Papakea is an unique property. Instead of a high rise it is a set of buildings only 4 levels high. There are three sets of buildings that front the ocean and we are located in the middle section--the perfect location for reaching either of the two...
Hokulani 511 boasts an incredible 5th-floor interior courtyard location with full ocean views above the palm trees. Gather, reconnect, and celebrate in this upgraded, spacious two-bedroom floor plan, which offers an abundance of interior living space with an additional...
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,...
Ekahi Village Gem -- 34C -- 2BR Ground Floor Corner Unit
Welcome to Paradise!!This 2 Bed, 2 Bath Luxury Ekahi Village Unit is impeccably appointed and maintained. Starting Summer 2019, it is being offered to rental guests for the first time in over 20 years. We purchased this first floor corner apartment at Ekahi Village...
Tropical oceanfront escape, steps from Sugar Beach
Discover tropical relaxation at Sugar Beach 233, a 1-bedroom, 1-bathroom, 2nd-floor oceanfront condo that offers breathtaking views of the Pacific from your private lanai and central A/C. This resort has elevators for easy access. Unit 233 can accommodate up to 4...
Pohailani Paradise, AC, Ocean Views, Sunsets
Wake up to breathtaking ocean views with Molokai and Lanai on the horizon. From the lanai, watch sailboats glide, sea turtles swim, and whales breach in the distance (during whale season). Golden beaches, swaying palms, and vibrant rainbows create a picture-perfect...
Stunning Oceanview 2BR Condo - Steps to the Beach - Newly Remodeled!
Escape to Paradise – Oceanview 2BR Condo at Kihei HolidayEnjoy breathtaking ocean views from this beautifully remodeled 2-bedroom, 1-bathroom condo, perfectly situated across from Sugar Beach—Maui’s longest walking beach. Whether you’re relaxing on the lanai or...
Mahana 717 - Central AC, Oceanfront, Two-Island Views!
Stop dreaming it, start living it! We offer a 10% discount for 7 night or longer stays, so it's your time to escape to Maui! Book ahead! Whale season (typically winter) for 2027 has almost 8 weeks reserved, and 2028 has 5 weeks reserved already, by our returning guests....
Luxury Ocean View 2 bed/2bath Beautifully Remodeled; Unit #325
Relax in luxury in this 1100 sf property which has plenty of space to enjoy the views and beaches of south Maui. Quite possibly the nicest and most complete renovation in Hale Kamaole with every detail attended to in its upkeep. Upgraded AC in this modern beach style...
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...
Exclusive 2BR + 3rd room at Kaanapali Beach G206, Ocean View, Top Floor
Located cornered unit, with a spacious wrap-around covered lanai, the master 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. Please note the 3rd room has no closet...
★Jump Start The Road to Hana at The Lookout House! Private Hot Tub + Pool Access
The Lookout House at Huelo Point Lookout in Maui is the perfect home base for exploring the island. The location of the house off the Hana Highway makes it a great starting point for your Road to Hana adventure. The famous scenic drive to Hana is a must-do activity for...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Stunning 3rd Floor Ocean Views!
This unique offering combines two neighboring 3rd-floor two-bedroom suites to create an exceptional four-bedroom retreat that is perfect for large families or groups. Located only one stack back from the oceanfront, Konea 303 provides stunning views of the blue Pacific...
Kihei Holiday Stunning Ocean View #309 2bd/1ba condo, 1 min walk to the ocean.
***Notice (July 2025) regarding Short Term Rentals on Maui: Kihei Holiday Condominium is legally zoned (H-1/H-M) for short term vacation rentals and is not affected by the new rules in Maui County for many other properties! Your booking is safe with us!!!Maui Ocean...
Kaanapali Shores Ocean View POST FIRE SAVINGS Unit 203 2BR 2BA
UNIT 203 (Remodeled in 2020) 2-Bedroom, 2-Bath Central Air-Conditioned Unit with a full kitchen, dining area, living room & 2 lanais. The bedrooms and Living Room all have an ocean view. A NEW pull-out sofa that turns into a Queen Bed allows for up to 2 additional...
1 Bedroom Oceanfront Penthouse - Valley Isle 1209
Enjoy this relaxed and private, direct ocean front penthouse condo on Kahana Bay. Spectacular views of Molokai, Lanai & Sunsets. Feel the tropical breezes off of the ocean. Smell the fragrant flowers, dip your toes in the warm island waters. Now you’re in Maui. This is...
Paradise found, only 50 feet from the ocean!
On our first visit to Papakea we knew we had found our home in paradise. Papakea Resort is an oceanfront resort with a true feeling of Aloha. From our ground floor unit, in the desirable G building, you can walk out 50 feet to the ocean or the pool, recline on a lounge...
Recently Renovated at Wailea Beach Villas
Let the sounds of palm fronds brushing against each other in the gentle trade winds sing you to sleep this vacation. With relaxing views of the ocean and the manicured tropical landscaping, Wailea Beach Villas Penthouse 411 leaves no stone unturned in the pursuit of...
Gated 2-story beach house with big yard
Hoku Lani, or “Heavenly Star” is a two story air conditioned 3 bedroom, 2.5 bath home with lofty ceilings, concrete construction and gorgeous details throughout. You’ll love the mahogany and kiwi custom cabinetry and granite countertops in our gourmet chef kitchen. Fine...
Golf Course View Retreat | Wailea Condo GC100 | Walk to Shops & Beaches
*Special Spring and SummerRates!* Welcome to Grand Champions #100, a meticulously updated 2-bedroom, 2-bathroom villa located in the heart of Wailea. Overlooking the 3rd hole of the Wailea Blue Golf Course, this spacious retreat features vaulted ceilings, modern...
MAUI IS OPEN! Come visit!Westin Kaanapali Ocean Resort-beautiful 2 bedroom villa
From Apr. 4, 2026 through Jun. 27, 2026, The Westin Kā’anapali Ocean Resort Villas will undergo an interior villa soft goods renovation, an exterior renovation, and painting project. Work will occur daily during daytime hours, so please anticipate contractors and...
Kaanapali Alii 2633 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 263, a stunning 2-bedroom, ocean-view residence with a fully enclosed den that comfortably serves as a third bedroom. Inside, step into...