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.
Top floor condo with ocean & mountain views. Ask about last min discounts! <br>
Breathtaking ocean and majestic Haleakala mountain views. This is a highly sought after, beautifully updated two bedroom, two bathroom condo. The Maui Banyan is prime location - across the street from the soft sand of Kamaole Beach 2. This white sandy beach is perfect...
Direct oceanfront penthouse. Modern renovation. Exceptional views!
Expansive oceanfront views in paradise!This property is the exact definition of direct oceanfront living and has been newly renovated! You cannot get closer to the water unless you are on a boat. Whale watch from your expansive private lanai and allow the lapping waves...
Ground floor just steps away from sandy beaches
Hono Kai A4 is a ground-floor, 1-bedroom, 1-bathroom condo that offers a portable A/C in the bedroom and ceiling fans throughout, which helps to keep you cool. Unit A4 can accommodate up to 4 guests. The bedroom presents a queen-size bed, while a queen-size sofa sleeper...
Remodeled 1 BR Garden View Maui Kamaole Condo - Short Walk to Beach
Our ground floor unit is located in the Melia "M" Cluster, and is among the newest and most private buildings in the Maui Kamaole complex. We extensively remodeled our condominium, including - new tile floors throughout; new tiled, walk-in showers; new cabinets/vanities...
Best of Kaanapali Ali'i Suite 382 - Walk Whalers Village - Ocean Views
E komo mai (welcome) to your Hawaiian paradise on the eighth floor of the renowned Kaanapali Alii Resort, where island elegance and modern luxury come together in harmony. This two-bedroom, two-bathroom suite comfortably sleeps six guests. This suite is uniquely located...
Recently Renovated - Steps from Snorkeling
Wailea Elua 2104 is a charming two-bedroom, two-bathroom condo that comfortably accommodates up to six guests. Designed with an island-inspired aesthetic, this condo blends comfort with contemporary style, making it an ideal getaway for families or groups of friends....
WOW! WHALER's BEST!! EXQUISITE REMODEL!! 11th Floor VIEWS! - 3 BEDS -SLEEPS 5!!!
Whaler unit 1170 is a beautifully remodeled 1-bedroom, 2-bath condo at The Whaler condominium resort. Unit 1170 offers breathtaking panoramic views from the 11th floor of the Pacific Ocean, Molokai Island, Black Rock Cove, the Maui Mountains, and the golf course. This...
🌺Paradise awaits you...Come experience our "Ohana Beach Condo" 🌺
Our Maui Paradise awaits you! Be our guest at our "Ohana Beach Condos " VRBO #1628652... Our newly updated unit is on the southwest side of Maui, located next door to Wailea in sunny Kihei. This Maui resort is a complex of three beautifully landscaped buildings. Our one...
Breathtaking penthouse ocean view in South Kihei
Menehune Shores is an oceanfront complex located in North Kihei, which is ideal for families and couples that don’t like rain, love beautiful sandy beaches excellent for swimming, snorkeling, sunset watching and enjoyable relaxed condo living! Truly oceanfront, there is...
Ocean front Beach Resort Hale Nalu ~ ~
Aloha ~Step inside and experience the sophisticated charm of a newly renovated space, featuring a state-of-the-art kitchen equipped with modern appliances and sleek finishes, perfect for crafting island-inspired meals. The studio boasts a sumptuous king bed for a...
Beachfront Mana Kai Maui Unit #502
Summary:Premium ocean front condo with the best location (2nd unit from the ocean end of building), on the best beach, and the best part of Maui - the Mana Kai. Located at the north end of Keawakapu Beach, you've got a mile long beach and some of the safest swimming and...
Maui Westside Presents: Honua kai - Konea 312/314 3 bedroom/2 Bath sleeps 10
This is a unique listing for booking two individual condos under one booking. You'll be renting Konea 312 and Konea 314 side by side, creating a three-bedroom, two-bathroom combination that can sleep up to ten guests!Konea 314 is a luxuriously renovated one-bedroom...
Grand Champions 105 I Spacious Wailea 3bd
Hawaii Life Vacations proudly presents Grand Champions #105, a beautifully updated 3-bedroom condo located in a serene corner of Grand Champions Villas in Wailea. Nestled against the 8th hole of the Blue Course, this spacious retreat offers stunning mountain views from...
Maui Resort Rentals: Honua Kai Hokulani 404, Luxurious 3BR w/ Stunning Ocean & Mountain Views!
Located only one stack back from the oceanfront in the closest column to the ocean at the entire resort, this luxurious 3BR/3BA residence boasts stunning ocean views that extend deep into the home’s living area, as well as vistas of the West Maui Mountains.Enjoy a...
Remodeled Oceanfront I Royal Mauian 509
Welcome to your perfect Maui getaway at Royal Mauian Unit 509! This beautifully designed, fully remodeled 1-bedroom, 1-bathroom oceanfront condo is located in the vibrant Kihei area, just steps from the stunning beaches and local attractions. Ideal for couples or solo...
Direct oceanfront Studio in Kaanapali, Maui
Welcome to Maui Kai – a unique boutique complex boasting a pool, spa, and BBQ area, nestled as a hidden gem along the renowned Kaanapali Beach. Our penthouse is on the 9th floor and offers uninterrupted panoramic views of Lanai and Molokai islands, seasonal whale...
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
The best location in Wailea! Quick 2-minute walk to Wailea beach, shops, restaurants & the stunningly scenic Wailea Beach Path. BOOKING CALENDAR/MINIMUM NIGHT STAY:Our calendar opens 1 year in advance. Please reach out if you want to inquire about specific dates prior...
Kihei D-202-Oceanview Condo! Right Next to Dining and Shops
*Panoramic Ocean and Sunset Views*So Very Close to Dining, Shopping and Beaches*Large, Fully Equipped 1 bed, 1 bath CondoExperience the perfect Maui getaway in our stunning 1 bedroom, 1 bathroom condo at Kihei Alii Kai D202. Boasting breathtaking ocean views and...
Luxury, oceanfront condo. Newly renovated; best location! Sunset views! #404
Aloha! Welcome to Sugar Beach Resort, #404! This luxury renovated unit has all you need for your perfect Maui vacation: incredible ocean sunset views and just steps from crystal clear Sugar Beach. During whale season (Nov-April), you will see humpback whales from the...
Beachside Penthouse ❀ Royal Mauian 604
Experience No. 604 at Royal Mauian, a comfy top-floor, air-conditioned beachfront sanctuary with breathtaking views. Nestled between two white sand beaches, enjoy the best of both worlds: dive into vibrant beach life or relax watching the ocean theater from your private...
Ground Floor Garden View Unit with Great Amenities (KADG15)
Hawaii Tax ID: TA-130-988-0320-01TMK: 390200010143Lovely Maui Condo! The living room in this condo features a very comfortable convertible sofa and therefore the unit can accommodate up to 5 guests. Located in the impeccably maintained grounds of Kihei Akahi, this...
Maui's Premier Vacation Home: New Pickleball Court and Unmatched Luxury for Family Reunions
UPDATE: Starting March 20th, guests will enjoy our newly built pickle ball court, available for your private and exclusive use, located on property. Upon entering this gated estate, you'll instantly feel a sense of calm as you'll sense you have arrived in paradise. No...
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...
180 Degree Ocean View in Wailea! WE204
Welcome to Wailea Ekolu Village, unit 204! This is a top floor, FRONT LINE, two bed, two bath condo with a 180 degree ocean view! Overlooking the Wailea Blue Golf Course course, this unit boasts dramatic ocean views! The interior has been extensively remodeled and...
Spacious Wailea Condo - Professionally Managed - Ekolu 1607
Wailea Ekolu 1607 is a stunning one-bedroom, two-bathroom vacation rental that offers an exceptional escape in beautiful Wailea. This beautifully appointed condo features calming views of the lush landscapes of the Wailea Blue Golf Course, providing a serene backdrop...
King Studio, Pool, Split AC, Across Kamaole Beach!
Summary:Welcome to your relaxing Maui getaway at Maui Banyan! Located in South Kihei, right across from Kamaole II Beach Park, this studio offers the perfect home base for your island adventures. Enjoy swimming, snorkeling, and breathtaking sunsets just steps away, with...
Wailea, Oceanfront, Polo Beach Club Condo #403
Location, location, location…. Polo Beach is the premiere condominium that sits at the south end of the Wailea Beach walk, next to the Fairmont Kei Lani resort. Our unit is on the sunny south side of the building, overlooking the pool area and ocean, and south towards...
Luxury Oceanview Wailea Point 3-Bed Vacation Home
Discover luxury living at Wailea Point Resort, nestled between prestigious resorts, this oceanfront paradise promises the ultimate South Maui experience. Our 3-bed luxury condo offers four bathrooms, in-suite laundry, two workspaces, and a chef's kitchen with top-tier...
Steps to the Beach, Calming Ocean Sounds & Views, Amazing Sunsets, Remodeled
Beachfront living at its finest. This recently remodeled condo offers it all! Incredible oceanfront views, quiet complex, breathtaking sunsets, whale watching during the season, steps to the beach, great restaurants, grocery store, coffee shops and convenience stores...
NEW KITCHEN REMODEL! Amazing View!
Condo, 1 bedroom + other (See Description) 2 baths (Sleeps 4)Peace of mind is important for where you are staying. Our cleaning care professionals have been trained to properly follow all CDC, VRHP (Vacation Rental Housekeeping Professionals) and VRMA (Vacation Rental...
Wailea Grand Champion Villas 3-Bedroom updated Home centrally located in Wailea
Aloha, our home is located in the center of Wailea on the first hole of the Wailea Blue Course and is perfect for families or couples. The 3 bedroom home was recently updated, has high ceilings, and large, sliding glass doors that look out over the golf course and...
RK 301 Remodeled OceanFront 2BD w Pool and AC
Royal Kahana 301 Spacious & Beautifully Remodeled 2BR With Gorgeous Ocean View Look no further for the Maui vacation home of your dreams! Our newly renovated and spacious condo offers all you need to make lasting memories in comfort and style. The open floor plan has...
Contemporary waterfront home in Napili. This 2 bedroom home is all about quality from the finishes to the art, it has it all. The floor to ceiling windows look out over the blue waters of a private cove in Napili. Views of Molokai in the distance with whales passing by...
Steps to Beach! 2 King Beds and Extremely Walkable!
Listing SummarySteps from Lipoa Beach and walkable to shops, dining, and coffee, this bright, spacious condo is perfect for families, couples, or small groups.The condo is ideal for up to 6 guests, but can accommodate up to 8 using twin trundle beds (one in each...
Maui Kamaole A-206 - Prime Location, Stunning Renovation, Large Lanai, Split AC!
Welcome to Maui Kamaole A-206, a stunning 2-bedroom condo nestled in the heart of South Kihei, Hawaii. This beautifully appointed retreat offers a perfect blend of comfort and style, making it an ideal getaway for families or couples seeking a slice of paradise.With a...
Kamaole Sands 6-110 3 bed 2 bath Luxury Tropical Oasis split AC W/D
***MAUI PROPOSED VACATION RENTAL BAN WILL NOT GO INTO EFFECT UNTIL 2030 IN THE UNLIKELY EVENT IT PASSES- YOUR BOOKING IS SAFE!! Elevate your Maui experience at highly renowned Kamaole Sands resort condo. Lush, tropical grounds, swaying palm trees, waterfalls and ponds...
Receive a $100 Gift Card for Snorkel Gear or Wailea Dining Options!
*Absolutely Stunning Panoramic Ocean and Island Views*Yards Away from Local Favorite Shops and Dining*4 beaches within 1-2 miles (Wailea, Ulua, Mokapu, Keawakapu Beaches) Experience paradise at Wailea Ekolu 104, where breathtaking panoramic ocean views and spectacular...
Remodeled prime oceanfront 1 bedroom Kihei gem
Welcome to Nani Kai Hale 209. This is a completely remodeled oceanfront 1 bedroom, 2 bathroom condo stunner. Enjoy ocean views throughout this unit and from your private lanai. Feel right at home with split AC, a fully equipped kitchen, and beach gear & luxury...
Fully Loaded 1 Bedroom 2 Bathroom Condo in Kihei, Maui!
This stylish place to stay is perfect for your trip. Fully loaded with everything you need in the kitchen and out on the beach! You'll have a wonderful experience staying at this condo. Kick back and relax with the A/C or hangout outside on the lanai with a very...
Maui Kaanapali Villas #A102: At the heart of the Maui Ka’anapali Villas Resort,
Maui Kaanapali Villas #A102: At the heart of the Maui Ka’anapali Villas Resort, a tropical retreat awaits. This ground-floor condo has two bedrooms with en-suites and a half bathroom. The primary bedroom is just off the living area and features a king bed. The second...
Beautiful Ocean View High-Rise in Ka’anapali 🌴😎⛵️
Experience breathtaking ocean and resort views from one of the best vantage points in the entire Kaanapali Shores Resort. This unit is unique in that it is one of only eight studio units that are placed in the inner courtyard (the other face neighboring properties and...
180 Oceanfront View! A/C, Remodeled, 2 Oceanside Pools, Great Location, Clean!
We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money.We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio with New AC. Sleep 30 feet from the ocean to the sound of waves!...
Spectacular Kaanapali Beach Front Vacation
Sweeping views of Lanai and Molokai from the top floor wraparound lanai. This treasured beachfront Villa is truly a home-away-from-home. We provide comfortable accommodations right on the beach. Gaze through the sliding glass doors or step out onto your oversized...
Front Row Eclectic Updated Oceanview S Kihei 1 bedroom 1 bathroom condo
Welcome to Maui Vista 1312. This eclectic updated partial oceanview 1 bedroom condo is located in the heart of South Kihei. This condo can accommodate 4 people & has everything needed to feel at home. Cross the street & end up at Charley Young beach which connects to...
ADORABLE*Modern Beachy Decor Studio in South Maui
** A Solar Panel Removal and Installation Project will occur in the KIHEI BAY SURF Complex in the month of July 2024. There could be times of intermittent noise and dust. Rates have been discounted to reflect accordingly.This studio offers every amenity to make for a...
Sugar Beach Resort. Beautiful Front And Center Beachfront Condo! A/C Wifi
Aloha and Welcome to Sugar Beach 517This is a terrific BEACHFRONT vacation condo. Sugar Beach Resort is a centrally located complex with a beautiful oceanfront pool and spa. The ocean views are amazing and, due to the fact that it is on the 5th floor..... privacy and...
NEWEST! California Coastal Inspired in Maui 2 BR
Welcome to your 1,440 sq ft California coastal-inspired Maui vacation rental. This spacious, ground-floor condo is perfect for up to six adults only.The bright, open-concept living area features beautiful oak wood flooring, new designer furniture from Pottery Barn, and...
60% OFF April - June/25, Ocean & Garden Views, Kaanapali Beach, Air Conditioned
Thank you for checking us out! The condo has been updated, is air conditioned and we cover the Resort Fees!!!We are located North Kaanapali beach in Papakea Oceanfront Resort! Welcome to G104 – Your Oceanfront Oasis at the Ginger building! Step into effortless island...
Palms at Wailea 1904! Nicely Updated and Great Wailea Location!
Welcome to Palms at Wailea 1904, a beautifully updated 2-bedroom, 2-bath vacation rental in the heart of Wailea. Perfect for families or couples traveling together, this spacious condo blends modern upgrades with relaxed island charm. Perched above the golden sands of...
Maui Resort Rentals: Westin Kaanapali Ocean Resort 1 BR Oceanview Villa
One-Bedroom Oceanview Villa at the Westin Kaanapali Ocean Resort South. This 1BR/1BA luxury villa is nearly 900 sq ft and features a large lanai set off the primary bedroom. The villa affords delightful views of the Pacific Ocean. The villa is fully equipped with a...