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.
*Ocean View * Newly Remodeled *A/C * Beach Access
Stylishly remodeled, comfortable unit with split system a/c and incredible ocean view from the private lanai, kitchen, and master bedroom.Each bedroom features a king bed, private bathroom w/walk-in shower, Toto toilet, and custom vanity. Designer Poggenpohl kitchen...
STUNNING REMODEL-LARGE LANAI-AC THROUGHOUT-WELL EQUIPPED-METICULOUS CLEANING
Book with confidence, this stunning 1 bedroom, 2 bathroom condo at Kamaole Sands that was just remodeled as of February 2018. Everything in the condo is brand new and finished with high end materials. This condo is managed by PMI Maui, a local Real Estate Brokerage that...
Welcome to Luana Garden Villas 3B & 3D
Crafted for multi-family vacations or larger gatherings, this listing offers two distinct Villas at the illustrious Luana Garden Villas — nestled on the captivating Kaanapali Beach on Maui’s western coast. Together, the upper and garden level villas are a haven of...
- Luxury Vacationing Modern Condo - Spring Specials -299 USD-
***The pool has just been renovated and is gorgeous*** DESIGNED BY A NYC ARTIST. THIS BEAUTIFUL CONDOMINIUM IS BORDERING KIHEI AND WAILEA IN SOUTH MAUI, HAWAII. IT IS LOCATED AT THE GORGEOUS MAUI HILL RESORT BY ASTON. THE PROPERTY HAS BEAUTIFUL GARDENS, SWEEPING VIEWS...
Luxury Beachfront & Oceanfront Condo with Panoramic Views • Legal Rental
Looking for the Best Hawaii vacation rental in Maui? Enjoy amazing Maui beachfront views of the Pacific from this spacious, beautifully furnished 7th floor one-bedroom condo at the Mahana on Ka'anapali Beach, rated by TripAdvisor at #1 in the USA and #4 world in...
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....
Privacy In Paradise - Top Rated Vacation Home in West Maui
Discover the best in hospitality: Your five-star retreat awaits!Kalapana is truly “Privacy in Paradise” as the home is surrounded by 1.5 acres of lush tropical gardens and fruit trees, in the beautiful neighborhood of Launiupoko, Lahaina. This luxury home is fully...
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...
Konea 1019: Rare Honua Kai Penthouse with Panoramic Ocean Views & Private BBQ
FALL SPECIAL- BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL OCTOBER 31ST 2025Discover the epitome of luxury and privacy at Konea 1019, a stunning 3-bedroom, 3.5-bathroom penthouse and the only one of its kind at Honua Kai Resort. This...
HK Konea 639 - Deluxe Ocean View with Wrap Around Lanai
Welcome to Ka'anapali Folly - Honua Kai Konea 639At “Ka’anapali Folly” you will enjoy resort amenities and breathtaking views from our well-appointed condo. We are located in West Maui along the ocean’s edge of the famous Ka’anapali Beach. Whether traveling...
ICC 16 Kaanapali 2BD Plantation Cottage w AC Near Beach
International Colony Club 16 Maui Plantation Style 2Bedroom Cottage with AC, Large Enclosed Lanai and a Short Walk to the Beach. Experience Maui Year-Round Island Style FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
Fantastic Ocean View in Ka'anapali at the Whaler
** Please Note ** If this property is unavailable for your preferred dates, please try our other Whaler property at www.vrbo.com/2814974Aloha! Your spectacular vacation awaits in Unit #413 on world-famous Ka’anapali beach - one of the most beautiful beaches in the US....
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,...
MODERN HAWAII ⛳️ Luxe Remodel, Closest 3BR Kapalua Golf Villa to Beach & 4th Tee!
Modern Luxury at Kapalua Golf Villas – Your Ultimate Maui RetreatWelcome to Modern Hawaii at Kapalua Golf Villas, a rare three-bedroom, three-bathroom retreat offering over 2,000 sq. ft. of beautifully remodeled living space. Nestled in the front row of the...
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...
FULL OCEAN VIEW, 2nd Floor 2 BR/1 BA, BEST STAND-UP PADDLEBOARDING ON MAUI!
2037 S Kihei Rd, Kihei, HI 96753 US, LOCATED 50' FROM THE BEST SURFING COVE IN South MAUI WITH AN UNOBSTRUCTED OCEAN VIEW, our condo is on the second floor of a FRIENDLY 16 unit complex. From the living room and private lanai you will have VIEWS FROM MAKENA TO THE WEST...
Stunning! Fully Air-Conditioned Penthouse Level Ocean Front 1 Bedroom - #609
Simply Exquisite! The photos say it all!This fully air-conditioned penthouse level unit is sure to make your stay in Paradise a romantic and memorable one! Recently remodelled and expertly finished by the best tradesmen, it boasts travertine marble flooring throughout,...
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...
Maui Resort Rentals: Honua Kai Konea 531 - Gorgeous 5th Floor Ocean View Studio
Boasting an ideal vantage point overlooking the Konea Towers lush interior courtyard, this luxurious oceanview studio suite will impress from the moment you enter. From its optimal orientation toward the ocean to its excellent 5th-floor location, your group will enjoy...
OCEAN FRONT top floor/penthouse 2bd/2ba + Loft + gorgeous lanai VIEWS & SUNSETS!
Return to Maui! 🩵Aloha! Welcome to Papakea and this beautiful OCEAN FRONT - 2 bedrooms, 2 bath + loft. The property is located within minutes of both Whaler’s Village and Black Rock and resides within a 13-acre resort like property. This “penthouse” style...
Family friendly condo, bright and beachy, walk to the beach! AC, pool, hot tub!
Maui needs your help. I live here on Maui and have been volunteering in the medical tents and with organizations delivering supplies to those in need. And the ongoing effort will need to continue in Lahaina for years to come. But Maui is open for tourism and thousands...
KBM Resorts | FREE CAR | Honua Kai Konea | 1-Bedroom Condo, Steps to Beach! HKK-236
Peaceful 1-bedroom suite in Konea Tower with garden views, full kitchen, and relaxing resort amenities-perfect for a serene Maui getaway.*Special Offer - Book any KBM rental home in Hawaii for six nights or more with an arrival date between January 1 - December 31,...
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...
Charming. permitted cottage, short walk to Paia town & beach.nSTPH 2013/0004
Nestled on Baldwin Avenue, our plantation style one bedroom cottage provides convenient and comfortable accommodations for 2 people, with the amenities of Historic Paia Town and Paia Bay just a few minutes walk away and all areas of the Island within easy driving...
Gorgeous Kapalua Oceanfront with Stunning Views
Spectacular OCEANFRONT Kapalua Bay Villa, impeccably maintained and beautifully furnished. As you enter, you are welcomed by panoramic views of the glistening Pacific and Molokai. This lovely 1600+ sq. ft., ground floor unit has 2 spacious bedrooms, 3 baths, an inviting...
100-4 Island living at its best!!
Puamana 100-4 is a beautifully remodeled 3-bedroom, 4-bathroom townhome offering partial ocean views in a prime location, directly across from the beach access. Unfortunately, the historic clubhouse and some amenities were lost to the Lahaina fire, and the two of the...
WOW - DIRECT OCEANFRONT - AC - SANDS OF KAHANA - SLEEPS 4 - n2 BEDROOM - 2 BATH
***WOW - DIRECT OCEANFRONT - AC***SANDS OF KAHANA Hotel Zoned - Short-Term Rental/Transient Vacation Rental allowedThe Aloha Spirit invites you to come and experience firsthand the many activities and beautiful sunsets that await you in this privately-owned condo at the...
Hawaii Décor W/Kitchen, Lanai, WiFi–Kamaole Sands
Kamaole Sands unit #6204: When guests enter this condo they will recognize the stylish hardwood floors that flow throughout the entire space. The open-concept layout and design were curated with style and comfort in mind so that guests will find plenty of spots to kick...
Remodeled 1BR Kihei Condo: Ocean Views, Gourmet Kitchen, Steps to Kamaole Beach
Kihei Alii Kai 1BD/1BA Remodeled with Ocean Views - Book 5 Nights, Get the 6th night Free!Kihei Alii Kai 1BD/1BA Remodeled unit with Gorgeous Ocean Views and Maui Sunsets from the Spacious Lanai.Beautiful remodeled 1 bedroom, 1 bath fully furnished condo is ready for...
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
The Hamoa Bay Bungalow is HANA MAU'Is most charming vacation hide-away. Balinese inspired, private, with partial ocean views, secluded and romantic. Just beyond sleepy Hana Town... this property is tucked in amongst lush ferns, banana trees, bamboo, colorful heliconias,...
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,...
★Jump Start The Road to Hana at Ocean Lookout! Private Hot Tub+Pool Access + AC
Escape to Ocean Lookout, a stunning private home located on Maui's dramatic North Shore, and discover the real Maui while jumpstarting your journey to the Road to Hana. With its breathtaking whitewater ocean, cliff, and Haleakala summit views, Ocean Lookout is the...
Maui Resort Rentals: The Whaler 1001 - Upgraded 10th Floor Oceanfront Corner 1BR/2BA - Premier 1BR Location at The Whaler!
Maui Resort Rentals is proud to present this stunning 1BR oceanfront residence at the iconic Whaler Resort on Kaanapali Beach—newly launched and available for bookings starting July 5th, 2025!Situated in one of the most coveted locations at The Whaler Resort on...
Ocean Front Condo at Kanai A Nalu
WELCOME to Our Beautiful Ocean Front Condo at Kanai A Nalu, on the quiet side of Maui. Our ocean front unit, located on the third floor overlooks the grounds Lush Tropical Garden as well as the Crystal Blue Waters of Maalaea Bay. Kanai A Nalu is a beautiful beachfront...
In the Action! Ground floor steps to ocean view pool
Located near the pool area, easy access to BBQ's, pool and beach. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private patio. Condo has a dedicated free wi-fi internet router providing high speed internet for those who wish...
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...
NEWEST! California Coastal Inspired in Maui 2 BR
Located in the heart of Kaanapali, this spacious, newly remodeled, 1,440 square foot, ground floor, 2-bedroom condo is ideal for one or two couples, or a family of 6 looking for a relaxing getaway! This condo is ideally located in the heart of the Maui Eldorado, steps...
Direct Oceanfront on Maui's Finest Sugar Beach!
Boasting unbeatable ocean views and an oceanfront large pool, there is no better spot for your Maui vacation. This unique complex offers a library and lobby and is centrally located on Sugar Beach, the longest stretch of white sandy beach on this side of the island. You...
Enjoy a Piece of Paradise with Ocean View, Whale Watching, Snorkeling and More!
Check with the State of Hawaii for the latests rules and requirements prior to your trip. ************************************************* We know you will enjoy your stay here! Maui Kamaole A115 is well-appointed and fully-equipped ground floor condo located in one of...
THE Best Ocean Views! Modern, Beach, Pool, Whales, Views! Video Tour!
**Welcome to Kihei Holiday #220 – Your Oceanview Retreat in the Heart of Maui**Indulge in island living at **Kihei Holiday #220**, a newly renovated, top-floor condo offering panoramic ocean views, elegant design, and the laid-back charm of South Maui. Perfectly...
ICC 37 Remodeled Plantation Cottage Near Beach
International Colony Club 37 Enjoy a Quick Walk to the Beach from this Spacious Hawaiian Plantation Cottage at North Kaanapali!FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal),...
Tranquil 2-bedroom condo with AC, in Kihei. Steps from the Beach!
Stay comfortably in Kihei at this 2-bedroom condo. The space features 1 king bed and 2 twin beds, perfect for a small group of guests. With WiFi, AC, and a cozy living room with a sofa bed, this condo offers a superb stay. The bathroom includes a shower and a hairdryer...
Unobstructed view of Molokai from our Lanai. Watch the Whales!
Recently remodeled and continuously updated two bedroom condo located on the second level with no one above you! Master bedroom with ensuite bathroom is on the main level. It is a peaceful bedroom with a king size bed, ample closet space and a flat screen televison. The...
Maui Resort Rentals: The Whaler 562 - Fully Renovated 5th Floor Studio, Fantastic Pacific Ocean and Black Rock Views!
Enjoy spectacular views of the Pacific Ocean, Kaanapali's famous Black Rock, Maui's neighbor island Molokai, and the lush West Maui Mountains from this upgraded interior courtyard 5th-floor studio suite at the Whaler in the heart of Kaanapali Beach.Its fully renovated...
Beautiful Ocean View Remodel - Luana Kai B306
This two bedroom, two-bathroom, top floor condo at Luana Kai sleeps 6 with a sofa bed in the living room. The kitchen has been beautifully remodeled with top of the line appliances and features stunning hand-crafted wood details like a split mango wood counter, custom...
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...
Amazing condo with pools and hotub across from the beach
Welcome to Maui Kamaole! This wonderful 1 Bed/2 Bath condo is the perfect location for your Maui vacation. It is conveniently located across the street from the Kamole Beach Parks and is nearby shops and restaurants. This updated, fully equipped kitchen makes it perfect...
Luana Kai B212 Ocean View. South Maui WeathernRelax...Steps to the Beach!
Beautiful single level condo in South Maui! Our unit is located on the second floor with an ocean view, recent updates, close to shopping, beaches and activities. The view can be enjoyed on our expansive double sized lanai for casual dining. You will feel at home with...
Luxurious 2 room Resort -Westin - Kaanapali Beach Oceanfront rooms
Guaranteed Oceanfront!! (best room view at Westin resort) Saturday July 19 -Saturday July 26, 2025. Deep discount on room rate compared to direct resort booking. Beautiful resort at Kaanapali beach, Maui! Great pools and amenities, restaurants, pristine white sand...
Beautiful BeachFront condo Oceanview
Welcome to our luxurious Maalaea, Ocean & Beachfront newly remodeled 2 bedroom, 2 bathroom Condo. Kanai A Nalu is one of 8 complexes on our quite street. This lovely unit is situated on famous “Sugar Beach”, a beautiful and quiet white sands beach that stretches for...