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.
Recent remodel - Large 1BR w/ ocean view and walk to excellent beaches/eateries
Recently Remodeled (2021)!Large 1BR unit at highly desirable Shores of Maui. The Shores is a place that people return to year after year, so once you've stayed there you'll likely do the same and return for years to come. A small 50 unit condominium complex with a mix...
Kalama Terrace Renovated Retreat, Centrally Located with AC!
Welcome to Kalama Terrace: Your Stylish, Centrally Located Kihei Retreat!Step into island living at Kalama Terrace, Unit P211—an inviting, fully renovated condo in the heart of Kihei. Perfectly situated just a short stroll from the sandy shores of Kamaole Beach and...
Puamana Retreat by Gather: Oceanfront 3BR w/ Lanai & Resort Amenities in Lahaina
Welcome to Puamana Retreat by Gather, a breathtaking oceanfront escape where Maui’s coastal beauty unfolds right outside your door. Set within the beloved Puamana community in Lahaina, this two-story townhouse pairs seamless indoor-outdoor living with front-row Pacific...
Outstanding Direct Oceanfront Suite #301 at The Whaler Maui
(NOTICE: WE DO NOT ADVERTISE ON CRAIGSLIST DUE TO THE HIGH NUMBER OF SCAMS)The Whaler is a premier oceanfront resort situated in the heart of world famous Kaanapali Beach, adjacent to Whaler's Village, for convenient upscale shopping and dining.Suite #301 is an...
Maui's BEST- DIRECT Oceanfront!! Longest Sandy Beach on Maui!!
Welcome to Sugar Beach #228. I invite you to enjoy one of the world's finest beaches - Sugar Beach, with its 5 miles of golden soft sand, warm water and beautiful sunsets. This direct oceanfront condominium has been completely updated with all of the high end finishes...
Hokulani 511 boasts an incredible 5th-floor interior courtyard location with full ocean views above the palm trees. Gather, reconnect, and celebrate in this upgraded, spacious two-bedroom floor plan, which offers an abundance of interior living space with an additional...
NEW Construction! Just Steps from Maui's Best Beach!
UPDATE: THIS HOME WAS UNAFFECTED BY THE FIRES. FUTURE BOOKINGS ARE SECUREBRAND NEW CONSTRUCTION finished in Sept 2018! No expense was spared in this beautiful 1800 square foot gated and private home. Just steps to Maui's best sandy beach (perfect for family swimming and...
Ho'olei Villa 17-1: Luxury Retreat with Breathtaking Ocean Views
This property is hotel zoned, and not being affected by the recent proposed legislation.Luxury at its finest! Ho'olei Villa 17-1! Mesmerizing ocean views and bright open floor plan welcome you. Enjoy the beautiful Maui sunsets on your expansive private lanai.One of the...
New Listing! Akahi C613 – Ocean View Top Floor Condo, Newly Updated, Sleeps 4
Welcome to Kihei Akahi C613, a beautifully refreshed top-floor condo with ocean and sunset views. Newly updated in October 2025 with modern furnishings, fresh paint, refinished tile floors, and a brand-new ductless AC system, this stylish retreat offers comfort and...
Large 2 Floor Condo - Wifi/Central Air & Pool Across From Beach - Lots of Extras
The perfect place to enjoy your vacation in paradise! Centrally located and just 20 minutes from the airport, we are 1 of 54 condos in 5 buildings on 5.6 acres of beautifully manicured lawns and lush tropical gardens. This is a bright and airy, non-smoking, second...
Amazing Views, Walking Distance to Beaches - Kapalua Bay Villa #14B1 - Quam Properties
Kapalua Bay Villa 14B1 is a one-bedroom condo featuring amenities such as picturesque ocean views, vibrant tropical decor, and complimentary high-speed wireless internet. The condo can accommodate up to four guests with a Cal King bed in the bedroom, a small private...
Kaanapali Alii 3612 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________This beautiful platinum-rated sixth-floor Maui condo is a serene escape, featuring one-bedroom with a fully enclosed den that comfortably serves as a second...
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...
Beach Paradise: 6 BR Kihei Beachfront Home with Pool
Legal Vacation Rental: Permit Number STKM2020/0002HOLIDAY SEASON: There is a 7 night minimum during the period Dec 18-27. There is a 10 night minimum during the period Dec 27-Jan 10.Chill Out with friends or family in this spacious two-story Maui beach house which...
New Listing | Beautiful 2bed/2bath Oceanfront Unit 105
This 2 bedroom, 2 bathroom condo located on the ground floor, offers majestic ocean views and is fronting a beautiful golden sandy beach. Fully finished and equipped with everything you need in your home away from home, this is the perfect spot to enjoy with your...
3BD Golf Haven - Great for Families
Wailea Grand Champions 84 is a beautifully appointed vacation rental located in the prestigious Wailea area of Maui. This spacious three-bedroom, two-bathroom condo offers views out over the Wailea Blue Golf Course as well as a partial ocean view. It\'s size and...
Garden view dining on your spacious lanai
Maui Kaanapali Villas A210 is a 1-bedroom, 1-bathroom condo that is located on the 2nd floor of the Aloha Tower. This unit offers central AC, flat-screen TVs, and tropical views and can accommodate up to 4 guests. The bedroom opens to the living room and offers a...
Remarkable Oceanfront Living Awesome Location
This oceanfront, single-level townhome is located just 25 feet from the water, offering a front-row seat to stunning sunsets and surfers from the comfort of your lanai. While the Lahaina fire has impacted some parts of the community, this three-bedroom, two-bath unit...
Summary:Renovated oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a...
Trev's Surfside Hideaway- Kihei Maui
Our Kihei Maui condo offers all the comforts of home in a peaceful garden style setting. Located just steps from the beautiful Kamaole 1 beach park and close to all amenities including some of Hawaii’s finest golf and shopping. Whether walking or driving everything you...
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...
Never have you stayed in a condo such as this. There is a wall of glass so you have a panoramic view of the ocean and beyond!Maui has been consistently ranked as the 'Best-Hawaiian Island' and '#1 Island Destination' by the readers of Travel & Leisure or Conde Nast for...
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...
Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting
Zone for vacation rentals and not impacted by proposed zoning changes. Fully legal and stable rental unit. Fresh out of helping the Lahaina fire victims, our unit is back on the market. Modern, fully updated spotless condo with a great view of the beach. Everything is...
Papakea Resorts BEST Location - Water views, steps to ocean, BBQ & Pool!
PROFESSIONALLY RENOVATED AND DESIGNED January 2025! TOTAL Price includes PARKING, WIFI and Resort Amenities. SAY HELLO to Papakea B109! This functional 1 bedroom is in the most ideal location. Steps to everything and has a beautiful ocean view! Living area is spacious...
Summary:Newly remodeled and conveniently located, this 556 sq. ft. 1-bedroom, 1 bathroom condo villa offers privacy and modern comfort set in the heart of popular Kihei Town! Very short walk to Charley Young Beach and Cove Park!The Space:This unit sleeps 2 guests on the...
New owners Lisa and Scott are so excited to host you. "We want you to experience the best time ever on your Maui vacation. Our one bedroom, one bath, second floor condo has a magnificent and panoramic ocean view. This is one of the few places in Ma'alaea, where you can...
KR405-Beautifully Remodeled Beachfront Condo with Park and White Sand Beach!
Beachfront Kealia #405 is a remarkable vacation rental that has recently undergone an impressive renovation. Upon entering, you are welcomed by a beautifully designed space featuring travertine tile flooring in the living area and bamboo in the bedroom. The kitchen is a...
Hokulani 414 & 612 at the Honua Kai Resort - The perfect dual condo getaway
Experience the best of Honua Kai Resort & Spa with this unique offering—two separate condos that are perfect for groups traveling together who desire proximity and privacy. Hokulani 612, a 2-bedroom, 2-bath condo located on the 6th floor, accommodates up to 6 guests,...
15% OFF Season - Exclusive Penthouse with 3 Master Bedrooms & Breathtaking Views
"Majestic Masterpiece" is located in one of the most beautiful vacation areas in Hawaii....overlooking Kapalua Bay, Maui, on the ocean's edge of a world famous beach, offering year round breathtaking sunset views. This spectacular 5th floor, private penthouse occupies a...
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 fire. Despite this, Puamana still...
This exceptional pairing combines two 3BR premier oceanview suites, Hokulani 403 and 404, with views overlooking the resort's lush interior courtyard and pools; one of the suites even has views of the majestic West Maui Mountains. Together, these luxurious suites...
The Butterfly Home | Maui, HawaiiThis estate is more than a home—it is a vision brought to life by its architect-owner as a personal passion project. Designed with Maui’s natural beauty as the muse, every detail reflects an intention to blend art, architecture, and the...
Kihei Gardens F202 I Bright 2bd Near Beach
Welcome to your ideal Maui getaway! This stunning 2-bedroom, 2-bathroom condo at Kihei Garden Estates offers the perfect combination of comfort, space, and convenience. Located just across the street from the beach, this bright and airy retreat is designed to enhance...
May DEALS! Partial Ocean View Condo with pool - just steps from the beach.
**Stay with us while they continue the repair efforts on the far end of the building & some of the beachfront from the Feb 2025 storm.**Easy beach access is still available, giving our guests access to 5 miles of beach right in front of our property. Guest favorites –...
Maui Resort Rentals: Honua Kai Hokulani 546 - Spacious 2BR w/ Partial Ocean & Mountain Views!
Perfectly positioned to provide guests with the ideal combination of Maui scenery, Hokulani 546 showcases gorgeous views of both the blue Pacific Ocean and the lush West Maui Mountains. With over 1100 sq ft of luxurious living interior, this spacious two-bedroom suite...
Summary:Bright, modern, and spacious. Thoughtfully designed to elevate your experience with us. This completely remodeled one-bedroom, two-bathroom condo features luxurious touches throughout paired with nice ocean view from the lanai. Located in the sunny and vibrant...
Perch - Maui Vista 322: Ocean Palms Oasis | Remodeled, Prime Location
Located just across the street from the ocean and surf spot, paradise awaits! Fabulous corner unit in arguably one of the best locations on Maui! Across from Charley Young Beach and Kamaole Beaches, you are only steps away from a beautiful beach where turtles often...
Modern Kihei Resort 2 Bedroom, 2 Bath Condo with AC - Steps to the Beach
RELAXING GARDEN RESORT:Kihei Resort offers a wonderful zen like experience. As you walk through the grounds of Kihei Resort, it is difficult not to enjoy the serenity of the beautifully landscaped grounds, smell the plumerias and hibiscus, as well as listen to the...
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 as a...
Maui Resort Rentals: Marriott's Maui Ocean Club 2BR Mountain/Garden View Suite
Freshly Renovated Two-Bedroom Mountain/Gardenview Suite at Marriott's Maui Ocean Club. When you can’t afford a mediocre Maui vacation. Family time is limited; make the most of your vacation time with an out-of-this-world experience. Why pay for a small hotel room when...
Spacious Ocean View Condo - Perfect For Families
Nestled in the heart of Wailea, Wailea Ekahi 38F is an exquisite vacation rental that offers a luxurious and serene Maui escape. This stunning two-bedroom, two-bathroom condo takes full advantage of its second floor positioning and boasts panoramic ocean views. Take...
View whales from modern Top floor Oceanfront condo. Maalaea, Haleakala sunrise!!
Recently remodeled. New everything! New flooring throughout. New Beautiful Hawaiian Bedroom King set with a firm Beauty-rest mattress bed with custom closets. New A/C. This place is great for honeymooners with the ocean making waves every night.To get your attention...
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...
DISCOUNTED RATES! Oceanfront extra large 1 br Kulakane 209 new A/C
West Maui Welcomes You Back! Our communities of Ka'anapali, Honokowai, Kahana, Napili and Kapalua; we all welcome you. Please have compassion and malama (care for) the island during your visit. Please stay away from Lahaina Town while it heals and rebuilds.Welcome to...
Hyatt Residence Club, Ka'anapali Beach, Oceanfront Resort, Beautiful Villas
Please choose a Friday through Sunday for check-in and enjoy a seven-night stay.Rates are set for Garden/Island View. Ocean view/oceanfront may be available depending on your travel dates. Hyatt Kaanapali's new policy now requires guests to pay a daily resort fee of...
Kula Luxury Home with Ocean & Mountain Views
Special Permit: (SUP2) SUP220170018 Permit: BBMP20170006Relax in the luxury and privacy of this quiet neighborhood that is still convenient to modern amenities and restaurants. This location is a little slice of heaven, a different experience from other rentals on Maui....
WOW! - WHALER's BEST! - PENTHOUSE -EXQUISITE REMODEL! VIEWS!! 4 BEDS -SLEEPS 6!
Unit 1220 is one of the absolute nicest 1 bedroom units at the Whaler .Enjoy the most spectacular view anywhere in Kaanapali from this total remodeled and professionally decorated Penthouse Unit 1220. This unit is one of the very nicest one bedroom unit at the Whaler....
We are proud to present this jaw-dropping 3BR/3.5BA oceanfront King Kamehameha Suite representing the pinnacle of resort accommodations on Maui. From the moment you enter this oceanfront paradise, you will be struck by its stunning 6th-floor location boasting...
Kihei, Maui - Fully Renovated, A/C, Pool, Tennis, Beach
This condo has been completely remodeled floor to ceiling! - New tile, bathroom, kitchen, appliances, and new furniture & bedding throughout.Condo Includes:- Stackable washer and dryer with complimentary start-up detergent supply- A/C in the living room and bedroom-...