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.
New Listing! Tropical-themed 7th floor studio
Kaanapali Shores 721 is a Studio condo with central air conditioning that can accommodate up to 3 guests. Located on the seventh floor, you will find an open-concept layout and tropical-inspired decor with a sense of island serenity. When it's time to rest, unwind on...
❤️Luxury 2 BD Condo at Honua Kai Resort on the Beach ❤️
1 Bed & Den (Like a 2 BED), Sleeps 6, Large Lanai, Huge bath with Soaker Tub & Separate shower MauiRentalCondos Aloha! Welcome to Paradise! Important: Although this is a privately owned vacation rental home this complex is zoned "Hotel" so not part of any potential...
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...
No stairs inside or out! Beautifully remodeled Palms at Wailea 503
NO STAIRS INSIDE OR OUT!Welcome to Palms at Wailea 503, your beautifully remodeled sanctuary in paradise! This is a two-bedroom two-bathroom condo in the prestigious Wailea Resort area. One of only three condos at the Palms at Wailea complex with NO STAIRS inside or...
Summary:The Plantation House, where classic elegance meets modern luxury is perfect for couples, families, or groups of up to six guests. This serene retreat offers spacious living, lush surroundings, and top-tier amenities, making it the perfect destination for...
Quiet and Beautiful Place for a Hawaiian Getaway!
A quiet and beautiful setting for a wonderful Hawaiian getaway. Our condo was built in 2000 and is one of the newest in the Maui Kamaole complex We recently updated all the furniture in the unit including new chairs and a new pull out couch. The condo is quietly nestled...
Nice Large Floor Plan / Pool View Unit B-201
Aloha and welcome to our little piece of paradise! You'll know your vacation has started the moment you step through the front door of this spacious 1048 square-foot/2 bedroom/2 bath condo. The bright Hawaiian fabrics, bamboo and sea grass furniture, and classic...
Westin Kaanapali Ocean Resort: Two bedroom villa oceanview, sleeps 8!
Westin Kaanapali Ocean Resort: Two bedroom villa oceanview, sleeps 8!Available Sunday December 29 - Sunday January 5Beautifully equipped two bedroom, two bathroom villa with oceanview with full kitchen AND kitchenette. Rooms can be separated for two families to share,...
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...
Maui Resort Rentals: Honua Kai Hokulani 837 - Stunning 8th Floor Ocean View Studio
This spacious oceanview studio provides awe-inspiring views of the Pacific Ocean and Maui's neighbor island, Lanai, from its prime 8th-floor vantage point nestled in the Hokulani interior courtyard.Relax and reconnect in the ample living space fully appointed for your...
Oceanfront Puamana 136-1 - FUN in the SUN!
Aloha E, welcome home. This beautifully remodeled oceanfront home at Puamana is like no other getaway. Incredible ocean views that soothe the spirit and calm the mind. Experience a feeling of joy (hau'oli), peace (maluhia) and love (aloha) here. Elegantly furnished,...
SUMMER SPECIAL! AMAZING VIEW! Book Between May 25th - Aug 31 375/night!
Wake up to truly breathtaking views in Unit 507 at The Whaler on world-famous Kaanapali Beach—perfectly positioned just one unit back from oceanfront, giving you stunning ocean vistas with added privacy.This nicely appointed one-bedroom condo comfortably sleeps four,...
Reduced Beachfront 1-BR Apt in Kihei! New Listing Special!
Oceanfront Vacation Rental in Central Kihei Unit #2Prime 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...
NEW! Beachfront, Amazing Views, AC, Hear the Ocean, Beautiful Spacious Remodel
Welcome to Sands of Kahana 245, a bright, spacious, beachfront condo designed for families or couples who want room to spread out, incredible views, and easy access to everything that makes Maui magical. With 1,690 sq. ft., two large bedroom suites, and a fully...
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...
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...
Ocean Views | Tropical Decor | Professionally Managed
Wailea Ekolu 1107 is a charming ground-floor vacation rental that offers the perfect blend of convenience and stunning views of the ocean, mountains, and the island of Lana\'i. Guests can enjoy the soothing sounds of tropical birds without the disturbance of street...
Milo Maui County permit STPH 20130018
4 bedroom, two bathroom, oceanfront cottage, sleeps 8, one rental group at a time. Relax in this charming 2 story house or under the palm trees. Enjoy the surf or nearby swimming beach. Minutes away from world famous Ho'okipa Beach Park and Paia Bay.The property has the...
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...
Kamaole Sands 7-405: Stunning Renovation, Large Lanai, Ocean View, Full Split AC
Welcome to Kamaole Sands 7-405, your luxurious tropical escape in the heart of South Kihei, Maui! This stunning top-floor 2-bedroom, 2-bathroom condo is the ultimate destination for an unforgettable island getaway. With breathtaking views of the lush tropical courtyard...
Auntie Kali's Cottage: 2 BR Wailea Home with Pool & Tiki Bar
Experience the best in Maui Hawaii when you stay in this 2bedroom/2 bathroom private Hawaiian plantation style cottage located within minutes of the Luxury Resorts including The Four Seasons, Maui Wailea & The Grand Wailea Resort on Maui’s South Shore. When you open the...
Ocean View Villa, Heart of Wailea, Ho'olei L1 23-1, Third Tier
This villa at Ho'olei was renovated in 2024. The renovations are extensive. New extra large kitchen island with ocean view seating: all new appliances in the kitchen: new stone counter tops throughout the home: new cabinets throughout the home: new tile in all the...
"Peggy's Place" - Premier Beachfront Condo for Families -- Direct Beach Access
Just bring your swimsuit and Aloha spirit to Peggy's Place, a recently remodeled beachfront condo on Maui's best family beach. Step right onto the sand and enjoy stunning oceanview sunsets, soak up the sun with the included beach gear, or fall asleep to the sound of...
Beachfront ocean View Condo With Unobstructed Ocean Views. 5 star reviews *****
Beachfront condominium! Watch the sunrise and sunset from the deck, whale watching from the balcony and snorkeling right in front of this recently updated property. Access to the longest sand beach on Maui. Centrally located 20 minutes from the airport, Lahaina and...
Ocean Front Dream Suite- Spectacular Views! 2Bedrooms/2Bath Steps to Amenities!
Wake up to unforgettable views and the soothing sounds of the ocean waves a few steps away! Build your book of Maui memories and support the economic recovery of Maui, owners and their teams! This is where you will find relaxation and inspiration for adventure! This...
Special ~ Kapalua Golf Villa 24T8 - 1BD Luxury
Indulge in the tranquil beauty of Maui at Kapalua Golf Villa 24T8, a beautifully appointed 1-bedroom, 2-bathroom villa that perfectly blends luxury, comfort, and panoramic ocean views. Step into 1,100 square feet of elegantly curated living space, where contemporary...
Kaanapali Alii 3732 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Kaanapali Alii 373 is a luxurious ocean view vacation rental located in the heart of Maui's renowned Kaanapali Beach. This spacious condo over 1,700 square feet...
Direct Oceanfront/Beachfront Luxury! Recently Remodeled
Experience a slice of heaven... Bask in the breathtaking views and sounds of the lapping waves from the lanai, living room, and master bedroom. Fall asleep and awaken gently to the sounds of the surf. Sit up in bed and gaze over the ocean, as easily as if you were on...
Gorgeous Napili Shores studio A/C
Come relax is this updated ground-floor studio located on famous Napili Bay (6 minute walk to beach!) Comfy, king-sized bed and twin sofa sleeper, full kitchen (all new appliances) with everything you need (fully stocked- even spices & oils!) Very close outdoor BBQ area...
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...
Aloha Condos, Napili Bay Resort, Condo 110, Beach View
*******REMODELED******* Best Beach View Location! This is Hawaii the way you dream about it. No building taller than a tree on Napili Bay. Swim, surf, boogie board, stand up paddle, snorkel, seasonal whale watching and glorious sunsets without leaving the property.30...
Spacious Oceanfront Hideaway – Ground-Level Boho Zen Paradise with Stunning Lana
The Space:Surf Shack Properties welcomes you to your Oceanfront Vacation! Ground-Level Coastal Zen 1 Bedroom/ 2 Bath (Sleeps 4) Condo at the Hololani Resort with two lanai in Kahana, West Maui!✔ Breathtaking Sunsets, Oceanfront Views of Lānaʻi and Molokaʻi✔ Large...
Sandy Beach Front Property - Family Friendly - 4 min stroll to H2O - Ocean Views
Experience the gold standard of Maui living at Wailea Ekahi 35B. This impeccably remodeled, 5-star oceanfront townhome offers breathtaking views from every floor and a family-friendly, two-story layout. Located in the heart of Wailea in a direct ocean front property,...
Pikake ocean front 20 feet from ocean
First floor corner unit at The Pikake. Extra windows for extra breezes. Senior & kid friendly. Able to watch turtles, whales, and sunsets from the lanai. Steps from the beach. No extr Only 12 units in complex. 1 parking space for each unit.
Disclosure: Please note that the lot below the villa is currently being used for worker parking related to a nearby hotel project. There is no construction taking place in this lot; however, you will notice vehicles parked there during weekday hours, and some associated...
Kihei Beach Retreat: Ocean Views and Sandy Feet!
Experience Maui's charm in our 2-bed, 2-bath condo, directly managed by us for a personal touch. Just steps from top beaches and snorkeling, with stunning ocean and West Maui Mountain views. Enjoy our resort-style amenities including a pool, hot tubs, game room, and...
Walk to Charley Young Beach - 2BR/2BA Kihei Condo w/ Pool, AC & Haleakalā View
We have 7 years of top ratings. We're now also hosting here after years on another platform.Our 2BR/2BA condo is perfect for families and groups. With split AC in every room, memory foam toppers on both queen beds, and plenty of space to relax, it’s a true Maui home...
Kaanapali Alii 2652 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 265, your dream vacation rental in the heart of Maui’s renowned Ka'anapali Beach. This luxurious two-bedroom paradise combines modern...
Ocean View Upgraded Top Fl HOKU711 Shaded Lanai see condo comparison chart
**COMPARE MY CONDO TO OTHERS**Hokulani 711-Upgraded 2022 (new beds, headboard, and mattresses, all furniture replaced including the sofa bed with a supreme mattress top, table with optional bench to seat 6, carpet removed and replaced with LVP for a cleaner environment,...
Oceanfront with Panoramic Views I Maalaea Kai 416
Wake up each morning to sweeping panoramic ocean vistas visible from the lanai and the expansive floor-to-ceiling windows. From November through March, witness the unforgettable sight of humpback whales breaching just offshore, while sea turtles make their daily...
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Under the Warm Maui Sun - Permit#BBKM\2016\0004 Due to cancellation last moment special forMon, Oct 31 - Thu, Nov 10, 2022 $350/nightRegular rates 2022: April 1 - December 27 2022$410/nite for 2 personsWinter rates 2023: January 3 - March 31 $490/nite for 2...
Gorgeous condo #203 View of Honokeana Cove
Unit 203 is a 2nd floor, Northwest facing unit that enjoys shade year round on the lanai that directly overlooks the cove with turtles, the heated pool, and a spectacular view of the island of Molokai in the distance as well as Humpback whales December thru April. The...
Spring Sale! Oceanfront/Ocean view condo in S. Maui,Free A/C,Wifi,Parking,Pool!
Make your trip to Maui more memorable with a stay at our 5 star condo at Luana Kai. Luana Kai is a beautiful resort with immaculate grounds in a park like setting, ocean front in sunny Kihei with no busy roads to cross to get to the ocean. Just beauty and...
Walk to the beach and everything in Paia Town. Paia Family House is very spacious, well equipped, with a variety of comfortable indoor, and sweet outdoor living spaces for everyone! There's a yard where kids can play, and views out over the green cane fields. This 4...
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...
Honua Kai new 3 bdrm ground floor Luana VILLA 10B
***Aloha and Welcome to Maui and Luana at Honua Kai Resort***Luana 10B is a ground level beautifully designed and fully furnished villa in the new Luana subdivision of the Honua Kai Resort with 2047 sf of indoor living space. The large lanai provides gorgeous outdoor...
Exquisite Condo with an Awesome Ocean View Emerald 289
Maui Kaanapali Villas is located on 11 acres of beautifully landscaped tropical gardens. The beach in front of the property is rated number one on Maui. There are many activities just steps away including snorkeling, swimming and scuba. Check out Castaways restaurant...
Designer-Amazing Ocean Views-Turtle Viewing Beach-Directly On Top of Ocean
Step into the island luxury of this brand new, fully remodeled 2nd-floor oceanfront studio vacation rental! Luxury and comfort all wrapped into one with ocean and island views, award-winning interiors, and access to a secret sea turtle beach. Endless ocean views from...
Beachfront Unobstructed Ocean View, 3rd Floor End Unit, AC, Wi-Fi, Streaming TVs
ALOHA. Come vacation in our beautiful, newly remodeled 2BR/2BA beachfront home. Enjoy the breathtaking views of Kaho’olawe Island, Molokini Crater, the West Maui Mountains and of course the pristine Pacific Ocean and its shoreline. Sugar Beach is the longest sandy beach...
Konea 406 is an expansive one-bedroom suite boasting views of what West Maui is most famous for, the blue Pacific Ocean and the lush West Maui Mountains.An additional den area offers fantastic value unique to this class of suites at Honua Kai.When it's time to rest, the...