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.
Modern Renovated Maui Kamaole Condo Near Main Pool, Beach Across Street
***Maui Kamaole remains legally rentable under Maui County Bill 9 through Jan 2031. Maui Kamaole is also part of the proposed list of properties to be rezoned before 2031 to retain legal short term rental status.***This 1050+ square foot 2BR/2BA condo is in the highly...
Maui Family Owned & Managed - Wailea Grand Champions Villa
Located on the world-class Wailea Blue Golf Course. Our Wailea Grand Champions condo has been newly redecorated and furnished with decor that depicts the beauty of Hawaii and our rich Hawaiian culture. As a local family who live on island, we are able to actively...
Beautiful Pacific Shores Condo 2BR, 2BA Full A/C & ready for your Maui visit!
This VRBO listing is a fully renovated and very well furnished and equipped condo located in the Pacific Shores complex in the heart of South Kihei, Maui. It is just steps away from wonderful beaches, restaurants, and shopping.The unit includes two bedrooms (each with...
Large 3 Bedroom Ocean Front Villa on 7th floor, Lahaina Tower
Come to the gorgeous Maui Ocean Club and vacation in beachfront style! Marriott Vacation Clubs offer a luxurious and relaxing way to vacation while enjoying all the conveniences of home. Located in the Lahaina tower, this very large 3 bedroom/3 bath corner villa has...
1 Bedroom Oceanfront Penthouse - Valley Isle 1209
Enjoy this relaxed and private, direct ocean front penthouse condo on Kahana Bay. Spectacular views of Molokai, Lanai & Sunsets. Feel the tropical breezes off of the ocean. Smell the fragrant flowers, dip your toes in the warm island waters. Now you’re in Maui. This is...
Montage Kapalua Bay - Grand 3BR Oceanview Villa 2206
** 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...
Beautiful Sunsets with this Ocean View Condo! Mar 23 - April 7 Open!
This beautiful top floor, Grand Champs condo has one of the best ocean views in the complex. This fully updated 2 bedroom, 2 full bath condo has wonderful panoramic ocean views perfect for sunsets and whale watching. From the extra large, newly tiled lanai, you can see...
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...
Wailea Ekahi 24C, Summer in Paradise! Large 2 Bed 2 Bath, SLEEPS 6, beach access
Welcome to Codge’s Beach House! This 2 bedroom , 2 bathroom unit (SLEEPS 6), was remodeled in late 2022 with ceiling fans, new split ductless AC's, brand new kitchen and bathroom and with a lot of thought for comfort and ease of use. We are on the second floor with 3...
SPACIOUS LUXURY - OWNER DIRECT - OCEAN peek-a-VIEW
Aloha! Welcome to our Maui paradise and your personal getaway to relax and regenerate. Whether this is your first trip to the Valley Isle or you’re a regular visitor, thank you for giving us the opportunity to host your special vacation. Bougainvillea-109 is one of the...
2 Bedroom Oceanview - Steps to the Pool and Ocean
FABULOUS LOCATION - Just 50 steps to the pool, the hot tub and the BBQ’s and a few more steps to the ocean-front lounge chairs. Grab a cool drink and head out to watch the sun set between Molokai and Lanai. Bring your binoculars for excellent whale watching December to...
Mahana 1204 Oceanfront Penthouse. Top floor whale watching - direct beach access
1204 has it all: luxury accommodations with panoramic top-floor views, beachfront, and direct beach access.Experience the ultimate Maui getaway, perfect for small families and couples. Whether celebrating a romantic honeymoon, special anniversary, or birthday, unit...
2nd Floor Ocean Views | Whale Watch From Home
Wailea Ekahi 54D is a stunning second-floor vacation rental offering breathtaking views of the ocean and West Maui mountains. This one-bedroom, two-bathroom condo boasts panoramic vistas from multiple vantage points, including the living room, kitchen, and primary...
New Listing! - Wailea Ekahi 39E - Luxurious Ocean View Condo, Split AC!
* * * * The Wailea Ekahi main pool area will be closed for renovations from August 10, 2026 to October 15, 2026. The 3 other pools on property will remain open during this time. * * * * Welcome to Wailea Ekahi 39E, a beautifully appointed one-bedroom, two-bath condo...
Comfortable loft condo with private lanai, resort pool, hot tub, tennis courts!
Maui Kamaole K205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the beauty of Maui from this immaculate 2-bedroom, 2-bathroom condo at Maui Kamaole in Kihei, Hawaii....
Kapalua Bay Villa 18G3 Gold Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- 22 stairs between the driveway and front door - Tile floors throughout this 2-story condo - Updated kitchen with granite counters includes stovetop/oven, microwave, refrigerator with ice maker, coffeemaker, cookware, tableware- Bedroom...
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 located...
WBH D225 Aloha Ola – Ocean and Pool View
Summary:This family-friendly beachfront, second floor 1-bedroom/1-bath air-conditioned Condo Suite comes with a comfortable king-size bed and living room couch that pulls out to a queen size sofa-sleeper allowing the unit to sleep up to 4 people. Just steps from 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),...
Breathtaking taking ocean views! Kapalua Bay Villa #34B4! Quam Properties
Nestled in the heart of Maui's prestigious Kapalua Resort, Kapalua Bay Villa 34B4 offers the perfect blend of tranquility, luxury, and convenience. Surrounded by lush tropical landscapes and perched above the sparkling Pacific, this one-bedroom, one-bathroom villa...
Peaceful Oceanfront Hideaway at Lahaina Shores Resort 514!
Lahaina Shores 514 – West Maui Mountain ViewsLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 514 is a 5th-floor mountain view studio offering privacy, comfort, and can accommodate 2 guests. Step...
BEACHFRONT/GROUND Floor B-103: Renovated, LARGER unit, & steps from the sand.
Pocket sliding doors from the large 2 living room areas to the large lanai to the white sandy beach! Open concept with amazing ocean views everywhere in the large room, which includes the dining room area plus well equipped kitchen with subzero fridge and marble counter...
Ma'alaea Surf, Unit A4-2 BR Ground Floor Beachfront Condo, AC, Wi-Fi, Pool
Ma'alaea Surf, Unit A4 - Just steps from one of Maui’s longest white sand beaches, newly remodeled A4 has all the amenities of a luxury resort. Centrally located between the tourist's centers of Lahaina/Kapalua and Wailea/Makena, but once you’ve settled in your spacious...
May in Maui at lower price! 11TH FLOOR Luxury Condo on Ka'anapali Beach!
E Komo Mai! You will begin your Mahana tropical experience when you open the front door! From our ocean front condo on the 11th of 12 floors, you will see windows that go from the floor to the ceiling, & wall to wall in the living room. The Pacific Ocean is right there!...
Kaanapali, Ocean Front Condo, Free parking and NO Resort Fee’s, Cabana Access.
COME TO OUR TROPICAL PARADISE AND EXPERIENCE THE SERENE, MAJICAL FLEELING OF OUR OCEANFRONT LANAI AT SUNSET. EXTRA AMENITY If you are arriving early or departing late, we have a Cabana for your convenience with a pool, spa, full kitchen, refrigerator, rest rooms, TV,...
Unrivaled S Kihei Maui location! Walk to it all!
This home away from home contains everything you will need for a memorable getaway— including beach chairs, cooler, umbrella, beach towels; fully stocked kitchen including NEW dishwasher and refreshed cabinets and lighting; beach vibe abounds in the living/dining room...
KBM Resorts | FREE CAR | Honua Kai Konea | 1-Bedroom Condo, Steps to Beach! HKK-236
** 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...
Ma'alaea Kai 110 - Spectacular Oceanfront PLUS Mountain View/Quiet Setting
Ease of access, pleasant tradewinds, quiet area and unmatched relaxation make this the ultimate in Maui locations. Ma'alaea Kai is a hidden gem that offers many amenities and views that travelers will treasure. Whether eating in or dining out, hiking the crater or...
25% OFF for MAY 2025-Direct Ocean Views From Every Window - 3bd/3bth Honua Kai
THE MAUI LUXURY RESORT LIKE NO OTHERPicture the perfect Hawaii vacation: Of time spent with family and friends, of cares washed away by sand and sea—and the discovery that life can still hold magic, especially in a place called Maui.Now picture the perfect setting:...
Oceanfront: Amazing Location, Steps to the Beach! Split AC, Pool, King Bed
Aloha from Sea Breeze at Menehune Shores! Our remodeled 2 bedroom and 2 bathroom oceanfront condo in Kihei, Maui offers breathtaking ocean views from the 4th floor. Enjoy direct beach access, pool, and a kid-friendly lagoon perfect for swimming. The condo features a...
Renovated beachfront with gorgeous ocean views! Luxurious and family friendly!
(See Video Below) Upgraded, with ocean and garden views, direct beach access, patio and luxury amenities to make this your most memorable vacation! Minutes from Shops at Wailea! Family friendly and serene! Just bring your swimsuit and flip flops because we have you...
Palms at Wailea Villa 806 Ocean View 2BD 2BA
This two-bedroom villa boasts stunning ocean vistas and a tranquil setting within Wailea’s resort community. With a full kitchen, comfortable living space, and balcony overlooking the ocean, it’s ideal for enjoying Maui’s natural beauty. Villa 806 Ocean View 2 Bedroom 2...
Impeccably Remodeled Ground Floor Oceanfront - 50' from the SEA Turtle Sancuary!
*****GUEST ALERT!! WINTER/SPRING 2027 CALENDAR JUST OPENED!*****“IMMACULATE"...."AMAZING"....."REFRESHING"...."SO CLOSE TO THE TURTLE SANCTUARY!".....are some of the descriptors from our Guest Reviews... Located directly on beautiful Maalaea Bay, savor stunning sunrises...
Luxurious, 2 bedroom / 2 bath, FULL Ocean View Wailea Condo
Situated on 18 acres of perfectly manicured tropical foliage, bordering the award winning Wailea Blue Golf Course, Ekolu Village is an exclusive and desirable complex that is exceptionally quiet and free of any traffic noise. This property is located in less than a 5...
Whales! Luxury Oceanfront 20-foot Panoramic Views of Whales and Turtles
Other Things to Note:*** IMPORTANT NOTES ***Security Deposit – A $500 security deposit hold will be placed on your credit card and will be released within three (3) days after checkout, as long as no damage occurs during your stay. Mahalo for helping us care for the...
1BR/2BA Maui Kamaole/Wailea Border. K Cluster @ Tropical Pool!
Personal Touch:We stock everything you need: dish soap, laundry soap, paper towels, napkins, Kleenex, TP, garbage bags, coffee filters etc... All you need to bring is you! We provide the definition of a care free vacation, if this interests you, read on... This is our...
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...
Have it ALL! Spacious 2Bdrm 2Bath w/ awesome view, location & exceptional value
The highly sought-after Papakea Resort is a gem on the West side of Maui which keeps guests returning year after year. The grounds are meticulously manicured for a classic Hawaii vibe and the pools, putting greens and coy ponds are absolutely beautiful. Check-in is easy...
Stunning Ocean View at Kapalua Bay Villas
Kapalua translates to "arms embracing the sea" in Hawaiian. Enjoy one of the most special places on Maui at this 1-bedroom 1-bath Kapalua Bay Villa. Enjoy expansive views & the fresh island breeze from this second level unit with large bay windows & two patios. At the...
Kahana Reef 118: Completely remodeled one bdrm Ocean Front Kahana Condo
Completely remodeled Kahana Maui vacation condo with direct oceanfront views. Updates include new marble floors throughout (excluding bedroom), kitchen cabinets and appliances, imported Brazilian granite countertop, marble bathroom, carpeting in the bedroom and...
Golf course views, 1bd with luxurious finishes
Kapalua Golf Villa 12V1 is a recently renovated 1-bedroom, 1.5-bathroom condo overlooking the Kapalua Bay Course, with views extending to the Pacific Ocean and the island of Lanai. Beach access is a short 5–10-minute walk away. The kitchen and dining area feature new...
Haleakala Shores A-302 - Stunning Ocean Views, Beautiful Renovation, Wi-Fi, & AC
Indulge in the ultimate Maui escape at Haleakala Shores A-302, a meticulously appointed two-bedroom, two-bath ocean-view condo nestled within the coveted A Building of the Haleakala Shores complex. Immerse yourself in luxury and comfort with a newly remodeled, fully...
Island Surf Resort, breathtaking ocean view, in the heart of the action
This ocean view condo with a generous lanai at the Island Surf resort in Kihei is just steps away from amazing beaches and in the perfect location for enjoying all South Maui has to offer. Open the gigantic sliding glass door to soak in the sounds of the beach and the...
Ma'alaea Surf Unit C4-1BR Ground Floor Beachfront Condo, AC, Wifi, Kitchen
Ma'alaea Surf, Unit C4 is totally upgraded and is a conveniently located ground floor unit, just steps away from the small pool. This beautiful unit features a contemporary, well-equipped kitchen, with alder cabinets and Caesarstone counters, a comfortable spring-free...
Oceanview spacious 2 bedroom Kaanapali Royal gem
Summary:Welcome to Kaanapali Royal Q302. This spacious 2 bedroom, 2 bathroom ocean view condo features central AC, 3 private lanai, & everything needed to feel at home. This beautiful coastal style condo can accommodate 6 people. Located in the heart of Kaanapali this...
Ideal home away with pool, ocean views, & fast WiFi
Mahina Surf 103Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to the good life here in Lahaina and make yourself at home in this island getaway perfect for a small...
Breathtaking, unobstructed tropical sunsets
Valley Isle 1105 is a 1-bedroom, 1-bathroom condo located on the 11th floor, and offers ocean views from your private lanai and a private washer/dryer. This resort has elevators for easy access. Unit 1105 can accommodate up to 4 guests. The master bedroom boasts a...
Maui Resort Rentals: Honua Kai Konea 629 - 6th Floor 3BR w/ Ocean Views from Every Room!
This exquisite three-bedroom Deluxe Oceanview suite offers breathtaking views of the Pacific Ocean and Maui's neighboring island of Lanai from the moment you enter, and the views continue throughout! All three bedrooms have beautiful ocean views. This suite affords a...
"Paradise Found!" writes one VRBO reviewer...
Perhaps, John Milton should have booked Kihei Surfside Resort before he wrote his epic poem. . . . and thank you Jeanne E. for this April 2024 review.Live large and experience Maui on your terms at the legendary Kihei Surfside Resort in south Kihei (built in 1975). This...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 1-Bedroom Condo with Amazing views! HKK-524
** 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...