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.
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...
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...
Awesome Top Floor Unit with Amazing Views of Ocean and Pools
This beautiful, renovated 2 bedroom condo, is in the perfect location on the top floor of the Anthurium Building. It is an ocean front corner unit facing southwest; so the lanai is not exposed to the direct strong trade winds of the north side of the complex. The views...
★ - Rainbow Lookout! Private Hot Tub + Pool Access + New Central Conditioning
Rainbow Honeymoon Lookout at Huelo Point Lookout is the perfect starting point for adventurers embarking on the famous Road to Hana, making it a great jumping-off point for exploring Maui's stunning natural attractions. This hidden gem on Maui's North Shore is an ideal...
Charming 1bd gem with oceanfront views
Noelani 207 is a 1-bedroom, 1-bathroom condo featuring amenities such as panoramic ocean views, air-conditioning, and a washer/dryer. The condo can accommodate up to 4 guests with a California King-size bed in the bedroom and a queen sleeper sofa in the living room. The...
Only Steps to Ulua Beach and the main Wailea Ekahi Pool/Pavilion -1 Bd+2Ba
New A/C system, new bed and mattress, new furniture, new electronics. Professional Photos Pending - Wailea Rentals presents: Wailea Ekahi Village 8E - Ekahi means #1 in Hawaiian and that is exactly what Ekahi Village is - 1 of Wailea's top luxury beachfront condominium...
SPECIAL RATE Unique Honua Kai REMODEL 2BD 2BA Private Oversized Corner XL Lanai
🌴 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.🌿 Spacious & Ultra-Private Corner Retreat – with Waterfall & Koi Pond Views 🌿Welcome to Konea...
May on Sale! Book now and SAVE BIG! Walk to the Beach from Your Private Lanai!
Located on the sandy beaches of Kahana just north of Lahaina, Valley Isle Resort is the perfect spot for your oceanfront getaway. You can enjoy unobstructed ocean views and spectacular sunsets from the lanai or relax on the beach just steps away.Spacious and updated,...
KBM Resorts | FREE CAR | Kapalua Golf Villa | Ocean view | 1-Bedroom Condo, Recently Remodeled! KGV-20T8
** 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...
WOW!!! Great Winter Special Minutes from the Beach. NEW AC for your Perfect Stay
Top to bottom fully renovated 2 bdr 2 bath 1244 sq ft condominium in Maui Kamaole. Largest floor plan in the complex.Enjoy ocean views and the quiet location of our unit located in the D Cluster of Maui Kamaole. Tastefully decorated with all the amenities including...
Immaculate and Chic! Come relax in our luxury unit…
Welcome to our villa......First and foremost, our condo is professionally cleaned and disinfected using best-in-class methods and solutions. Your health, safety and comfort is our top priority. The unit has fiber optic 300 mb service, perfect for remote business.Our...
Kaanapali Shores #933, Stunning Top Floor Full Ocean View Condo
Welcome to your ultimate getaway in paradise at the Aston Kaanapali Shores Unit 933. Be on top of it all in this top-floor penthouse suite offering stunning 180 degree ocean and pool views. From your personal lanai you will enjoy the sparkling blue of the ocean,...
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...
Truly Oceanfront - Rare 3BR - Amazing Sunsets & Awesome Views - SunsetShoresMaui
Truly DIRECT OCEANFRONT 3-bedroom END UNIT condo on the shoreline of Maui's beautiful west coast. SunsetShoresMaui offers unbeatable PANORAMIC OCEAN, ISLAND & SUNSET VIEWS from our nicely-upgraded, recently remodeled condo, located literally steps from the shoreline....
On the Beach! Kihei Sands Beachfront Resort, Unit A1
Kihei Sands is a Direct Beachfront complex, Popular Unit A1 - An Amazing Location!Aloha & E Komo Mai to our beautiful Condo, Unit A1~We purchased and completely renovated A1, we love spending time here as a family! Since we are new to the condo rental experience, we do...
Palms at Wailea 1203, offers the perfect location in Wailea!
Palms at Wailea 1203, offers the perfect location in Wailea. This 2-bedroom/2-bath ground-level unit surrounded by lush landscaping makes this a great Hawaiian retreat!Ideally situated just uphill from gorgeous Keawekapu Beach, The Palms at Wailea is an...
TOP FLOOR - OCEAN VIEWS - PAPAKEA RESORT
Welcome to our HOME!!! We are located on the top floor of the popular H building in Papakea resort. We do welcome families but our condo is not suitable for children under the age of 5. From the minute we walked in we were in heaven!!! The VIEW will take your breath...
Remodeled Kihei Condo Steps To The Beach! Kihei Akahi C107
Aloha Kakou!You're going to love staying at this comfortable, clean, and newly remodeled condo at the beautiful Kihei Akahi, Unit C107. This condo is directly across the street from Kamaole Beach 2 and is a short walk to multiple other amazing beaches. Enjoy walking to...
Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!
The Makani suite is named after the wonderful trade winds we receive here on Maui! Enjoy the breeze in the front lanai rocking chairs while sipping your cup of coffee. Though this is our economy suite it is spacious and has all the comforts and amenities. Designed in a...
Whale Watching! Spectacular Ocean Views – Newly Remodeled Maui Condo!
Newly remodeled, fully air-conditioned, ocean view condo. Ocean, Island, Sunset, and Whale Watching Views! Our unit is on the third floor of Building G at Papakea Resort with pool view and unobstructed ocean view with year-round sunsets.We want to provide our guests...
Relaxing Ocean Front Views on Maui! Island Sands Condominium
This rare ocean-front condo is stunning! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles all year long! Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and...
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...
Closest 1-Bedroom to the Beach at Kaanapali Shores
Welcome to Kaanapali Shores Unit 105, arguably the most desirable 1-bedroom on the property; just 65 steps to the beach. In an effort to offer peace of mind during these difficult times, we have purchased an electrostatic sprayer; the same device being used in hospitals...
On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal Location.
NEWLY Remodeled, You'll appreciate the Quality and Attention to Detail. Kihei Sands is a Direct Beachfront complex and from your front door you are just steps away to Maui's world famous white sand SUGAR BEACH. 5 miles long, Sugar Beach is Hawaii State's longest beach....
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...
Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,AC
Beautifully remodeled house with ultra-quiet split AC systems in every room, fun for everyone with the new Infinity game table, whole house water filtration system, ceiling fans, resort-style landscaping and lighting.Within a 10 to 15-minute walk of 40 restaurants,...
25% discount now to mid July. Fab Kihei Condo-Across from beach, A/C, Pickleball
Our unit is in Building 9. As we vacation often in our condo, we have furnished it to represent our home away from home. Central air has been installed with units in the living room and both bedrooms. Each room can be controlled to enjoy wonderful, noiseless air...
Sapphire Oasis- Heavenly Ocean View and Resort
Summary:As soon as you walk into this 2 bedroom 2 bath condo, you'll feel it. The sounds of the waves will lull you immediately. The striking panoramic view will have you feeling like you're in the endless blue ocean. And as you rest on the lanai, the fresh island...
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...
Premium One bedroom Suite or Premium Studio on Beautiful Ka'anapali Beach
Beautiful Premium One Bedroom Suite is 750 sq. ft. with a king size bed in a separate bedroom, a sleeper sofa in the living area, a full size kitchen and dining table and a large bathroom with double sinks, walk in shower and jacuzzi tub .In room amenities include DVD...
NEW! Beachfront, Amazing Views, AC, Hear the Ocean, Beautiful Spacious Remodel
**NEW - Captain Jack's Island Grill Restaurant just opened January 2025!!! So convenient to grab a bite to eat! Pool side and oceanfront!!!** Welcome to our oceanfront condo, Beachfront in Maui! Whether you are planning a romantic getaway for two or a family vacation,...
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...
Deluxe Beachfront Condo. Best of the Best in West Maui!
Aloha, E Komo Mai,This beachfront 3-bedroom 2 bath Kahana Village condominium is a stunner and the most secluded and private unit in the complex. Beautiful and quiet beach mere steps from the unit. New and extensive remodel tastefully appointed and sleeps 6 comfortably...
Stunning Views! Luxury Penthouse Kahana Villa E705
Summary:Enjoy your stay in Maui worry-free! Our short-term rental property is unaffected by any proposed legislation that may impact other accommodations. Book with confidence and experience the beauty of our island without any risk of cancellation.Stunning views that...
This building has BEST PANORAMIC OCEAN VIEWS in Complex ~ VERY NICE Renovation Inside
Aloha future guests! All properties in our ohana or family have Hawaiian names. We call this Kapalua Golf Villa, Hale O Alihilani', which means 'home where the ocean meets the sky'.JUST LIKE IN THE PICTURES, QUALITY RENOVATION, FABULOUS OCEAN VIEWS!Centrally located on...
Luxury Mahana 1bd/2ba-Beautiful Remodel- Incredible Views-Free Parking/WiFi
Mahana 715 is a 1BD/2BA condo featuring the best direct beachfront location, panoramic Pacific Ocean views, year round sunsets, and seasonal whale watching at its finest. The Mahana is one of a kind with its close proximity to the water and there is truly nothing like...
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....
Best View in Town, A205 come check out the View
Lokelani A205. Enjoy breathtaking, unobstructed views of neighboring islands Molokai and Lanai. The surf is just 30 feet away from two private balconies – the perfect vantage point for whale and sea turtle watching, as well as our legendary Hawaiian sunsets. Enjoy the...
Kaanapali Shores 435 By Parrish Maui
Kaanapali Shores offers the best of oceanfront resort living on Maui’s renowned West Side. Each spacious vacation rental includes a full kitchen, private lanai, and thoughtfully designed interiors that blend comfort with island style. Guests enjoy access to two...
Papakea G-205 - Ocean Views - Free Fun - NEW LISTING
Ocean views at Papakea Resort in North Kaanapali. This beautiful 2-bedroom, 2-bath condo in a 4-story concrete building has been updated. Remodeled guest bathroom and new master vanity in October 2025. ** NO RESORT FEES ** The master bedroom facing the ocean side...
The Most Gorgeous OV Villa in Kapalua Sleeps 6
THE BEST LOCATION ON MAUI, ALSO, THE BEST LOCATION IN THE COMPLEX!!! THIS IS PARADISE!!! Enjoy beautiful ocean and sunset views. I was just there and from my lanai, we watched whales breaching. You will love our great views of the ocean, golf course and the island of...
REMODELED 2 BED/2 BATH CONDO ACROSS FROM KAM3 BEACH W/ OCEAN VIEW
Maui Parkshore at 2653 South Kihei Road is located in the heart of South Kihei just a step away from some of the best beaches Maui has to offer. Its convenient location is also a walking distance to many restaurants, cafes, tourist gift shops, and a health food store!...
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 and POOL View, remodeled 2 bdrm condo with A/C - PAPAKEA K406
Stunning Ocean and pool view Papakea 2 bedroom / 2 bathNewly remodeled throughout & new furnishings2 beautiful swimming pools, 2 ocean side cabanas, jetted spaPool side BBQs3 tennis/pickle ball courts & 2 putting greensWalking distance to stores and restaurantsShuffle...
Hawaiian condo next to the Kaanapali Golf Course
Ka'anapali Plantation 54 is a 2-bedroom, 2-bathroom unit that offers split A/C in every bedroom and a main living area spanning out to the kitchen and ocean views from this 2nd-floor unit. Unit 54 can accommodate up to 5 guests. The master bedroom features ocean views,...
Kaanapali Shores 318 - SUPER CLEAN! OCEANVIEW 1BD / 1BA
Aloha and Welcome to Ka'anapali Shores #318. This unit is disinfected and deep cleaned after every guest! Not only am I the owner of this unit, I am the cleaner too - so I have complete control to ensure it is CLEAN for your stay. Kaanapali Shores is a hotel zone...
Pinnacle: Upcountry Maui Retreat with Pool & Ocean View
Permit: STPH 2013/0024TA-091-083-1616-01 / GE-091-083-1616-01TMK-270031060000Fabulous views, privacy and quiet were foremost for us in choosing where to build our dream home in Hawaii. We looked for several years before finding this special Maui hilltop location on the...
ICC 41 Remodeled 3BD Kaanapali Cottage w Heated Pool
International Colony Club 41 Spacious and Beautifully Remodeled Kaanapali Cottage, Rare 3Bedroom, 2Bathroom, Walk to the Beach! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal),...
Renovated 03/23! Direct Oceanfront Condo with 2 Master Suites!
*Available for booking! Thankfully, our condo is not located in the wildfire affected area*Enjoy stunning views in this newly renovated oceanfront condo located on Kahana Beach! This spacious 1,040 sqft condo located at Valley Isle Resort has been completely renovated...
Serene atmosphere with lush garden views
Welcome to Maui Kamaole K104, a tranquil oasis nestled within the heart of paradise. This ground floor unit, boasting 1 bedroom and 2 bathrooms, offers a haven of comfort for up to 4 guests, surrounded by lush garden views that inspire serenity and relaxation. From the...