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.
This tandem package consists of two luxurious two-bedroom suites directly next door to each other. Together, these suites offer a massive 3350 sq ft of combined interior living area, and a sleeping capacity of up to 14 guests in two king-size beds, two queen-size beds,...
** 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...
A 5-Star Estate, Large Groups, Luxury Living
This luxury condo is situated a short walk from the beauty of the beach! A 3,700 square foot, 3 bedroom, 3.5 bath gem, it is the ideal place for a quiet retreat. Features a Master Suite with private lanai and two additional bedrooms with en suite baths, sleeping up to a...
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...
Gorgeous condo in Kaanapali. * Fully Stocked Kitchen with Quality Appliances! * Convenient & Free Parking, Directly at the Bottom of the Stairs/Elevator!* Beach Chairs, Beach Towels, and a Small Cooler!* Washer/Dryer, Ironing Board, Hair Dryer, Laundry Soap * AC for...
EL L202 Updated Kaanapali Condo Beachfront Cabana
Eldorado L202 Charming Maui Getaway at Updated 1Bedroom Condo at Maui Eldorado Resort in Kaanapali! Facilities include Pool, Hot Tub, Fitness Room and Beachfront Cabana Professionally managed by Maui Paradise Properties. Indulge in the ultimate Hawaiian escape at this...
Maui Sunset #A216 - Oceanview King Bed, 1BR, 2 BA Condo
Maui Sunset is a beautiful oceanfront resort and is the perfect vacation home on Maui. Swim in the large swimming pool or just enjoy sitting on a chaise lounge by the pool or in the jet spa. It is especially beautiful in the evening relaxing under the stars and enjoying...
Completely remodeled Whaler on Kaanapali Beach, stunning views of black rock!
Welcome to Whaler 508. This beautifully remodeled condo is situated in a quiet North Tower location providing stunning ocean & Black Rock views. Admire sunsets, whales, sailboats, and Black Rock torch lighting from your large private shaded lanai. This spacious 1...
Gorgeous Wailea Elua 1 Bd+2Ba Executive Vacation Condominium - #2011
2011 Wailea Elua Village - One of 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...
3BD Wailea Villa - Great for Families | Wailea Beach Villas PH309
Penthouse 309 at Wailea Beach Villas offers a distinctive blend of luxury and cultural charm, making it an ideal vacation rental for families or groups of friends. This 2,520 square foot ocean view suite is located on the third floor and is accessible via a private...
Montage Kapalua Bay - Grand 3BR Oceanview Villa 2206
** 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 2/2 Remodeled & upgrades galore!
Beautiful 2 bedroom 2 bath main floor condo boasts comfort and elegance! GORGEOUS! Located in highly sought after complex on the south shore of Maui. Fully loaded and wonderfully decorated. One bedroom is a suite with a king bed. The other is furnished with a queen bed....
Meticulously Designed | Platinum Rated | Ocean View
This Wailea Ekahi Village residence completed a beautiful renovation in 2022. From colorful artwork to comfortable and sleek furnishings, you will instantly recognize why this Wailea vacation rental earned our highest internal ranking of \'\'platinum\'\' status. This...
Honua Kai Ground Floor # K103 - 2 bed / 2 bath interior courtyard -view of ocean
This is ground floor unit Konea 103 at Honua Kai. After the devastating Lahaina fires, Maui has officially re-opened and is welcoming visitors back. Please book your stay and help support the Maui recovery. Currently, new bookings in my units through VRBO come with my...
The Maui Moon Oceanfront Condo- Perfect for couples!
Voted as one of the top 25 islands in the world 2020 by Travel and Leisure magazine. Maui is truly the garden paradise for your hard earned Hawaiian Vacation. Aloha and welcome to the Maui Moon Condo in the Menehune Shores oceanfront complex in low key Kihei located on...
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...
Ekahi 4C - Quiet Garden View Close to Beach - 20% off Summer pricing
1 Bedroom, 1 Bathroom, Sleeps 2-4Located in the lower village, unit 4C is a ground floor unit is backing on to a quiet ravine and surrounded by a tropical lawn area where children may securely play. Very light and airy 780 square foot unit is situated on the corner of...
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4
Newly Remodeled in 2023! Come relax and enjoy the spectacular ocean and island views in this rare three bedroom condo perched on the very top row fourth tier in the Ho’olei community.This spacious unit has 3 bedrooms, 3.5 bathrooms, a large living room, fully equipped...
Maui Sunset A203 - Perfect for Families and Couples - Beach, Pool, Hot Tub+More!
Clean, private, updated, one-bedroom condo perfect for couples and families. Condo has additional queen-size Murphy bed.Located in the desirable Maui Sunset complex in Kihei, on the leeward, sunny side of Maui. The condo comes fully furnished with supplies for 4 people...
Penthouse Condo with breathtaking views and conveniently located
Hololani B-802Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched in the heart of the west side of Maui, this stunning penthouse condo offers a luxurious ocean view retreat with...
Sands of Kahana Resort #345 - Vacation West Maui
★ Completely Remodeled in 2025★Air Conditioned 2 Bedroom, 2 Bathroom at the World Renowned Sands of Kahana Resort★ Oceanfront Oasis in West Maui's Sands of Kahana Resort★ Huge Condo, 1,600 Sq Ft Property Highlights:Mesmerizing views of Moloka'i and Lana'i on the...
Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort
*note: if you are booking a short stay for 7 or less days, please inquire first before doing a reservation request, unless your arrival date is less than 30 days away, in which case you're welcome to proceed with the reservation request*The views from this 8th floor...
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...
Perch - Maui Vista 307: Ocean Palms Oasis | Remodeled, Prime Location
Nestled just across from the ocean and surf spot, this corner unit is a paradise waiting for you! Situated in one of Maui's prime locations, it's steps away from Charley Young Beach and Kamaole Beaches, where turtles often visit. With numerous restaurants, shops, a...
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...
Oceanfront Vacation Rental in Kihei Maui. Hotel Zoned.
Looking forward to relaxing on the lanai, enjoying the most beautiful view - morning, noon and night? Want to enjoy incredible sunsets, watching the sky burst with a fiery glow of mesmerizing color? Would you like to open all the windows and hear the sound of the waves...
Special 1/12-3/9/25! Beachfront, 1 BR/1BA apartment. Steps away from the ocean!
Oceanfront Vacation Rental in Central Kihei Unit #4Prime Location:Situated in the heart of Kihei, this family-owned and operated vacation rental sits at the northern end of picturesque Halama Street. The property is tucked away from the large resorts and crowded tourist...
Spacious Condo - Great for Families
The Wailea Elua 804 vacation rental is a true gem nestled within the picturesque Wailea resort community on the island of Maui. From the moment you step inside this stunning, 1,700-square-foot condo, you\'re enveloped in a sense of luxury and tranquility. The...
Amazing Oceanview Beachfront Getaway Close to Everything!
Aloha! If you are looking to get away from it all but still be close to everything that Maui has to offer, look no further! Our owner-hosted (no dealing with unresponsive property managers) beachfront 4th-floor condo makes you feel far from it all yet is minutes away...
Steps to the beach, come share our Maui dream.
Kihei Bay Surf is a cozy 2 story complex of 80 studio condos across the street from the beach. The complex is well kept and clean, with a great pool and jacuzzi area, complete with lounge chairs, 2 barbecues and tables, tennis court, laundry room, and plenty of parking....
Updated condo with furnished lanai & washer/dryer plus pool & tennis
Hale Kamaole 144Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This ground-floor getaway is a bright and spacious oasis located just steps from the ocean! Enjoy evenings watching...
Hokulani 246 is an opulent two-bedroom partial oceanview suite offering views of the Pacific Ocean and the awe-inspiring West Maui Mountains. As the second two-bedroom back from the front, you will find that this suite is well situated to enjoy what Maui is known for,...
Mermaid Cove Breathtaking Ocean Views 2 bdrm 2 bath
This lovely condo RIGHT on the shoreline, overlooking the beautiful Ma'alaea bay, is stunning. The 180 degree views, sweet ocean breezes, and lullaby of the ocean will take your breath away and instantly rejuvenate you! We offer A/C as well as ceiling fans, fully...
Ocean Front Studio, perfect for a romantic getaway....
Unit 321 is in the Konea Tower of Honua Kai.The Ocean View Suite on the 3rd floor overlooks the Adult ( quiet) pool and steps away from Dukes Restaurant and Bar You have full access to the resort and your key gives you access to the fully equipped Gym that is also in...
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...
OCEANFRONT CONDO with STYLE, COMFORT, & AMAZING VIEWS of OCEAN & HALEAKALA
Ocean Views from the Lanai, are so awesome, you may never want to leave the condo! Everyday brings a one-of -a kind Sunrise over Haleakala. Everyday, turtles feed among the gentle waves of our private beach, which is steps away. During whale season watch the Humpback...
Dog-friendly condo with furnished lanai & washer/dryer plus pool & tennis
Hale Kamaole 249Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This second-floor retreat is a bright and open oasis located just steps from the ocean! Enjoy evenings watching...
125+ 5star REVIEWS SAYS IT ALL! Golf & Ocean! LAST MIN CANCL APRIL! 169 +tx rate
Location: Grand Champions, Wailea, South Maui, Maui, Hawaii, USA (2 miles Kihei, 13 miles airport, 1/2 mile beach.) Accommodations: Condominium, 1 Bedroom, 2 Baths (Sleeps 2) Maximum occupancy is 2 adults 25 years old or older onlyCOME ENJOY OUR FULLY RENOVATED FROM...
Resort condo steps from the beach with pool, gym & lanai
Mana Kai Maui Resort 615Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui's best...
April & May 15% discount Oceanfront with Spectacular View #101 Napili Bay, Maui
Spend your next vacation in our oceanfront studio condo on beautiful Napili Bay. You can't get closer to the ocean anywhere on the island!! Our studio unit #101 has been upgraded completely to include a wall-mounted 42' flat screen tv with blu-ray DVD player, double...
PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!
"Kihei Oasis On Maui” is a LEAGALLY permitted vacation rental home located in Kihei, Maui, and not included as a property in Maui County's phase out bill. Permit #STKM 20130014. Please know that you can book this legal, permitted home and will not have you booking...
Breathtaking Transformation! Luxury 3-BR Oceanfront Condo
When you walk into this oceanfront townhouse the first thing you notice through its expansive windows is the shimmering sea, which is so close it seems to fill up the room. Your eye is drawn across the channel to the neighbor islands of Lana`i and Moloka`i, green...
HOL 104 Poolside Condo at OceanFront Resort
Hale Ono Loa 104 Poolside Ground Floor 1Bedroom Condo at Oceanfront Property in West Maui. Updated, Spacious and Clean for a Fun Quick Getaway or Much Needed Vacation Professionally managed by Maui Paradise Properties. Experience the essence of Maui at this remodeled...
LUXURY PENTHOUSE 2 BDRM OCEANFRONT BUILDING: Just steps from the beach!
"Aloha Kai" Completely Renovated 2-bedroom (King Bed in each) Oceanfront at Menehune Shores with A/C in every room (hard to find). Many of these condos have no A/C or just one mini-split in family room.Fantastic 6th Floor Ocean Views!! Pack your suit...Aloha Kai has...
Bright, modern decor with ocean views
Maui Kai 504 1 Bedroom, Oceanfront Condo with AC. Panoramic Ocean Views Private & QuietReservation protected. This property resides in a district unaffected by any currently proposed Maui transient Vacation rental restrictions. Enjoy panoramic ocean views from this...
Beautiful renovated 1BR - best quality and value
This remodeled, spacious, one-bedroom Maui Eldorado Resort condominium offers comfortable non-smoking accommodation for up to 4 guests. The fully air-conditioned condominium is sparkling with a new kitchen that includes all new stainless steel appliances, new bathroom,...
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
After a full day of enjoying all that Maui has to offer, come home to your air conditioned oasis in the heart of the Kaanapali resort. Maui Eldorado J115 has been totally rebuilt to reflect the island lifestyle that you deserve.A ground floor unit in one of the best...
Papakea D206 - Ocean and pool views
Book with us and come to Maui to explore everything we have to offer!This well maintained 2nd floor private location has ocean, pool, and koi pond views from the lanai. Relax on the lanai listening to soothing Koi pond fountains while watching the whales breach in the...
PARADISE RV.You won't forget your time in this romantic, memorable place.
Experience the magic of Maui on your terms! Our camper vans provide you the freedom to explore hidden beaches, wake up to sunrise on Haleakala. Tailor your Hawaiian adventure. Enjoy Maui beautiful!!!!
JUST REMODELED Spacious & Exceptional Value! Tropical Garden & Ocean View!
We invite you to enjoy days of fun & discovery on Maui in our bright, spacious, attractively decorated, comfortable, fully-equipped condo. Easy tropical living for all.Enjoy exceptional value with affordable rates, ocean view in the distance, a larger floor plan &...