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.
ALA 12 Perfect Getaway Remodeled Private 4Bedroom Beach House Near Beach
Alaeloa 12 Beautifully Remodeled 4Bedroom Beach Home with Stunning Ocean Views and OceanFront Pool in Napili Bay. Idyllic Peaceful and Relaxing Winter Retreat FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your...
Maui's BEST AC Beachfront – Panoramic Ocean Views! No Cleaning/ Parking Fees
Free Parking | Free WiFi | No Resort FeesWelcome to your dream Maui getaway! Our stunning beachfront corner unit condo on Kahana Beach offers breathtaking panoramic ocean views with floor-to-ceiling windows and doors, filling your space with endless blue horizons. Relax...
Tropical Paradise Awaits at Maui Kamaole L107. Across from 2 Fave Beaches!
* Coastal Living! Updated in 2024! * 1 Bedroom/ 2 Baths-Sleeps 4* Across from 2 Popular Beaches* Ground Floor and Near the PoolExperience the perfect blend of luxury and convenience at Maui Kamaole L107. This newly updated ground floor condo boasts fresh paint, stylish...
Lovely 2 bed 2 bath Maui Kamaole 2 story condo with views
With its superior location at one of the top-rated resorts in Southernmost Kihei, just a block from Wailea, this 2-bedroom, 2-bath luxury condo sleeps up to six and features Tommy Bahama furnishings, two resort pools and hot tubs, two tennis courts, and lush gardens....
15% OFF Season - Exclusive Penthouse with 3 Master Bedrooms & Breathtaking Views
"Majestic Masterpiece" is located in one of the most beautiful vacation areas in Hawaii....overlooking Kapalua Bay, Maui, on the ocean's edge of a world famous beach, offering year round breathtaking sunset views. This spectacular 5th floor, private penthouse occupies a...
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...
Spacious 2 Bed with Views!
Boasting a spectacular location on Maui’s western coast, this 2-bedroom condo provides a dreamy setting for a family or group vacation. The oceanfront resort is an idyllic retreat with a stunning tropical pool, exciting sports courts, outdoor BBQ area, and full...
Modern and Relaxing Oceanfront Vistas
Summary:Bright, modern, and spacious. Complete remodel in May 2022! Thoughtfully designed to elevate your experience with us. This one-bedroom, one-bathroom condo features luxurious touches throughout paired with beautiful ocean views. Located in the sunny and vibrant...
Perch - Maui condo: Pool, beach access, daily tranquility on lanai – an indulgent escape.
Discover your ideal Maui retreat in this cozy space with elegant tiles, sunny windows, and a spacious private patio. Explore lush surroundings with amenities like a pool, hot tub, picnic area, and BBQ facilities. Plus, enjoy easy access to the sun-kissed shores of Maui...
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...
Makena Surf B106 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf B106, a stunning two-bedroom beachfront suite just steps away from the golden sands and the ocean\'s edge. This beautifully appointed residence combines luxury and comfort, featuring elegant tray ceilings, exquisite wood cabinetry, and...
Coastal Paradise 🏝️ Private 3 Bedroom - AC, Pool, Spa, Beach, WFH
Your private paradise awaits just steps away from Kahana beach. This newly remodeled 3 bedroom townhouse was designed by us with laidback, rustic accents and clean, thoughtful designs to welcome you to your luxury coastal stay.The spaceAll bedrooms feature exposed...
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...
Elegant, Bright Remodel! Tropical Views! Ekahi 40D
Located just moments away from the pristine beaches, this elegant condo offers the perfect balance of tranquility and convenience. Explore the nearby attractions, engage in water sports, or simply lounge by the pool and soak up the sun.Welcome to our exquisite...
Oceanfront Kihei Paradise Vistas
Summary:Spacious and elegant. Completely remodeled in April 2024, no expense was spared to create our gorgeous oceanfront oasis. This one-bedroom, condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei, all of Maui is within reach....
Luxury Vacation Rental Napili Gardens | 3 Bedrooms
Summary:Aloha Future Guests,Relax in luxury in this clean, comfortable, and modern Maui home, designed with elegant island-style touches that reflect the beauty of Maui. Just moments from the golden sands of Napili Bay, this serene retreat offers the perfect blend of...
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...
The Westin Kāanapali Ocean Resort Villas- Studio
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour...
Maui's Ultimate Luxury Estate – Ka'anapali Beachfront Paradise
Boasting an epic location on one of only 6 beachfront residential parcels in all of Kaanapali, this breathtaking 9BR/9.5BA estate represents the pinnacle of Maui vacationing. Guests will enjoy the space and solitude of this luxurious private home nestled steps from...
3-Min Walk to Beach! Ground Floor - No Resort Fee
Just a 3-minute walk from the beach-cross the street and you're there from this first floor condo! Minutes drive to coveted Wailea beach and the area's best sunset views, shopping, and restaurants.★ No resort fee★ Private bedroom and bathroom★ Three beds★ Two...
Hana's Heaven - a charming 2 bedroom cottage with spectacular ocean views
Hana's Heaven - a charming 2 bedroom cottage complete with full kitchen, living room and 3 lanais. Wake every day to the sunrise and ocean expanse. Off the beaten track, this home away from home is quiet and serene, the perfect place to relax and enjoy nature. Nearby...
DISCOUNTED RATES! Oceanfront extra large 1 br Kulakane 209 new A/C
West Maui Welcomes You Back! Our communities of Ka'anapali, Honokowai, Kahana, Napili and Kapalua; we all welcome you. Please have compassion and malama (care for) the island during your visit. Please stay away from Lahaina Town while it heals and rebuilds.Welcome to...
Ka'anapali Maui Westin 2bedlockoff Oceanview Villa
Steps from beach, on site pools,restaurant and bars. Beach boardwalk access to all of strip including 5 star shopping and eating at Whaler's Village. World Class snorkelling 5 minutes away on foot at Black Rock. Unit is a 2 bedroom Lock off composed of one-bedroom...
Hoaloha Hale - Gorgeous Kihei Home Across from Beach
PLEASE READ PRIOR TO BOOKING: If you have more than 10 guests the cottage will need to be booked as Maui's rental permit law requires 2 guests per room. That includes children over the age of 2 years old. Children under the age of 2 can stay with their parents in the...
~ This Is Wailea Living ~
This is Wailea Living!Nestled in a private and secluded enclave between the Wailea Blue Course and the Wailea Tennis Club, the Wailea Grand Champions Villas are where travelers can golf, play tennis, be pampered at the Wailea Grand Spa, whale watch or turtle spot, or...
Kihei Beach Cottage - 1 Block to the Beach!
This cozy 2-bedroom, 1-bathroom cottage is just one block from the beach, offering a peaceful and private retreat. Perfect for a relaxing vacation or remote workers, traveling healthcare professionals, snowbirds or those in transition to longer-term accommodation. The...
Whale Watching Paradise from your Lanai—Lovely Oceanfront Condo!
BEST LOCATION AT PAPAKEA! No Resort Fees! Gorgeous oceanfront condo owner managed. Non-smoking. Our F Building oceanfront unit offers spectacular panoramic views of the blue Pacific and the islands of Lanai and Molokai. One of only a few true oceanfront condos available...
Kaanapali Alii | 445
Welcome to Kaanapali Alii 445, your ideal luxury vacation rental nestled in the heart of Lahaina, Maui. This two-bedroom, two-bathroom condo offers a perfect blend of modern amenities and serene garden views, making it an ideal short-term rental for families and couples...
Sandy Beach Front Property - Family Friendly - 4 min stroll to H2O - Ocean Views
Escape to paradise to our family friendly beach front property, Wailea Ekahi Villas unit 35B. 35B is a luxurious 2-bedroom, 3-bathroom 2 story condo (nobody above you!) and only a 4-minute walk down a gentle slope to Keawakapu Beach, a mile-long stretch of pristine...
NEW | KBM Resorts | FREE CAR | Kapalua Bay Villas | Ocean View | 1-Bedroom condo steps to beach with spacious lanai! KBV-24G3
** 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...
Gorgeous Oceanfront! - Sweeping Views & Steps to the Beach
Welcome to our oceanfront home away from home! You'll find views straight out to the ocean and the wild coastlines of Kapalua. The villa is perched above the sweeping white sands of Oneloa Beach and is steps away from three other world-renowned beaches. Our...
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...
Wailea Grand Champions 31 - 2 Bedroom Golf Course View Condo
Wailea Grand Champions 31 is a recently updated vacation rental that offers a perfect blend of comfort, style, and convenience in the heart of Wailea. This two-bedroom, two-bathroom condo features modern upgrades including granite countertops, new cabinetry, and...
Maui Resort Rentals: Luana Garden Villas 10A – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious brand-new 3Bedroom/3Bath residence is conveniently set within Enclave Two of the Luana Garden Villas. Villa 10A's west-facing orientation offers an open view plane between the Hokulani and Konea Towers and its designation within our "Grounded" collection...
Maui Spring Break Deal: Stay for $199/Night! We now have A/C!
Annie’s Surf Shack Maui – Your Oceanfront Paradise AwaitsFor savings of up to 25%, no booking fees, and exclusive discounts, search “Annie’s Surf Shack Maui” online and book directly! Not in the Lahaina fire area, we’re safely located 6 miles north in the...
One of Our Best, Now Thru Summer- 6th NIGHT FREE, (Ask Dave How) ~ Platinum Maui Vacations
Welcome to Hale I Ke Kai - which translates in Hawaiian to 'Home Towards The Sea'.From the moment you enter, you will be mesmerized by the breathtaking ocean views from every room of villa 'Hale I Ke Kai'. This impressive villa stands out from the rest with its 180°...
Wailea Elua 2007 – Oceanview Luxury Condo in the Heart of Wailea
Welcome to Wailea Elua 2007, a stunning 1-bedroom, 2-bath vacation retreat with gorgeous ocean views, a spacious private lanai, and upscale island furnishings throughout. Perfectly positioned within the prestigious Wailea Elua Village, this beautifully appointed condo...
Beautifully remodeled 2 Bd, 2 Bath Condo, short walk to the Beach
This spacious two bedroom, two full bath condo is located in the perfectly manicured, lush landscape of Kihei Garden Estates. The fully remodeled, 850 sq ft top floor unit, has an open floor plan and a lanai with a table and four chairs that overlooks the pool and...
Westin Ka’anapali Ocean Villas North, OCEAN FRONT 2 bedroom lock off - 2025!
Welcome to the beautiful, family friendly, Westin Ka’anapali Ocean Resort Villas, North. We have both Nanea and an OCEAN FRONT 2 bedroom lock off available. Best availability occurs when inquiry is at least 8 months in advance as the resort and type of unit is very...
WOW! WHALER's BEST-10th Fl. 1 BR- SLEEPS 6 -PANORAMIC Ocean Views 365 SUNSETS!!!
Unit 1059 is truly one of the absolute nicest 1 bedroom units at the Whaler. Unit 1059 is on the 10th floor and has one of the most spectacular views anywhere in Kaanapali. This total remodeled and professionally decorated 10th floor suite is one of the VERY nicest one...
Best location at Kuleana (Unit 405)! New Remodel. Spectacular Oceanviews.
Welcome to your island escape at the Kuleana Resort, West Maui’s hidden gem. This newly remodeled oceanfront 1-bedroom, 1-bath condo offers the perfect blend of comfort, style, and location—just steps from the shoreline, heated pool, and resort amenities.Enjoy...
Beautiful Kamaole Sands Oceanview Condominium - MAUI IS OPEN FOR VISITORS!!
This beautiful, large two bedroom, two bath townhouse type unit is decorated in light, airy island decor. The living room has a cathedral ceiling with a circular oak staircase to the second floor master bedroom and bath. Interior amenities include a fully equipped,...
Featured on A&E's Vacation Rental Potential! Luxury Family Condo! AC and Pool!
**JUST OPENED CALENDAR FOR WINTER 2026**Modern Luxury! Featured on A&E home show Vacation Rental Potential. This luxurious, modern retreat at The Palms at Wailea was recently completely renovated from the studs out! NEW AC SYSTEM! Unit #706 is very quiet and does NOT...
1 Bedroom Villa at Westin Kaanapali Ocean Resort
Beautiful Ocean-view 1-Bedroom Villa available throughout the year, located on Maui's pristine northwestern shore. The 900sqft Villa includes a fully-equipped kitchen, dining area, bathroom, spacious living room with a pull out sofa bed, and a separate room with a...
Make Easter Memories in Maui! "Palekaiko" at Kihei Akahi is waiting for you!
We are thrilled to present 'Palekaiko' at Kihei Akahi - our little piece of 'paradise' on Maui!A two-bedroom, two-bath condo, 'Palekaiko' is suited to families, multi-generational families and is even a great fit for couples, a guys-only golf getaway or girls-only beach...
New Listing: Breathtaking Oceanfront Corner Unit w/ Sweeping Views Central Ac
Only four units like this at Papakea Resort— and this one’s a stunner. Spot turtles and monk seals right from the balcony of a 3rd-floor corner unit — wraparound lanai and 180° views of the Pacific included. You're 30 feet from the water and 100 yards to the...
WOW!! - WHALER's BEST STUDIO - Posh Remodel-10th Fl.- PANORAMIC Ocean Views!!!!
Unit 1064 is the ABSOLUTE nicest studio at The Whaler !!! Unit 1064 has been completely remodeled and professionally decorated just a few years ago... Unit 1064 has EXPANSIVE & PANORAMIC views of the OCEAN, the island of Molokai, the Kaanapali beach Boardwalk, Blackrock...
Maui Resort Rentals: Honua Kai - 8th Floor Penthouse, 3 Full Bedrooms, Partial Ocean AND West Maui Mountain Views!
This tandem package combines two of our very best 8th floor "penthouse" suites, each offering generous partial ocean views as well as views of the enchanting West Maui Mountains. The two-bedroom suite boasts a fantastic corner location and a massive 500+ sq ft balcony...
KAANAPALI - FULLY RENOVATED WITH OCEAN VIEW
Welcome to B208! This is a stunning ocean view home at beautiful Papakea Resort. Our condo is conveniently located on the second floor with very close access to the ocean and the pool area in building B. This is a legally permitted vacation rental and hotel zone...
Polo Beach Club 301 - 2 Bedroom Oceanfront Condo
Welcome to Polo Beach Club 301, a stunning third-floor corner residence that offers breathtaking views of Polo Beach. This spacious unit exemplifies the indoor-outdoor lifestyle that Hawaii is famous for, making it perfect for both entertaining and relaxing with friends...