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.
Wailea Elua 808 - Scenic Ocean Views, Classic Wailea Charm, Central AC, Wi-Fi
Welcome to Wailea Elua 808, your ideal Maui retreat. This spacious 2-bedroom, 2-bath condo offers the perfect setting for a relaxing getaway or a family vacation. With a thoughtfully designed floor plan, stylish furnishings, and ample natural light, you'll feel at home...
Christmas on Maui! Available Dec. 21-December 28
The Hyatt Residence Club is a luxury ocean front resort on the south end of Kaanapali Beach, blending the best features of a deluxe condominium with the most popular amenities of a luxury hotel.Enjoy a guaranteed 2BR/2BA ocean front villa, featuring floor-to-ceiling...
Kamaole Sands -Inner Court-Extra Large Lanai-Ocean & Garden Views
Aloha!Quick note: --We also own 2 other Maui Condos & Sunriver Oregon Vacation Properties, see below for VRBO #'sWe invite you to escape to our newest place in paradise. We now have something for everyone at Kamaole Sands. We also own a 1 Bdrm/2 Bath condo at Kamaole...
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...
Stunning Two bedroon Corner Oceanview condo in Kihei
D301 is a uniquely located corner unit 2 bedroom, 2 bath full ocean view condo with AC. This condo is on the third floor so you are walking up stairs.Watch surfers, windsurfers, and kite boarders as well as Humpback Whales during the Whale season. Wake up to stunning...
50 steps away from Maui's best beach, furnished with luxury details
Welcome to your perfect getaway in Maui! This exquisite 2-bedroom, 2-bathroom apartment, nestled on the 2nd floor of Pacific Shores complex, elevator-accessible building, offers 745 sqft of living space. Furnished with high-end furnishings, this apartment comes with 3...
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...
OCEANFRONT Spectacular Condo - Breathtaking Ocean Views and 60ft From the Water!
Allow the sound of the waves to relax you as you enjoy a beautiful condo with all the modern amenities directly on the Ocean in Maui. High end appliances throughout. Modern decor professionally accessorized by Swan Interiors. Enjoy all the modern conveniences; free high...
KRV 1723 Remodel 3BD Kapalua Villa w Ocean View
Kapalua Ridge Villas 1723 NEW LISTING Rare 3Bedroom, 3Bathroom Remodeled Ocean View Villa in Beautiful Kapalua, Maui! FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch (seasonal),...
Resort condo steps from the beach with pool, gym & lanai
Mana Kai Maui Resort 615Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui's best...
WHALE Watching & OCEAN Views! Honua Kai Penthouse- Top Floor- Remodeled June'24
🌴 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.🌊 Welcome to Hokulani 749 at the award-winning Honua Kai Resort – a stunning penthouse offering...
Oceanfront well-stocked home 20 ft from the ocean to relax and recharge
E komo mai! This beautiful Pikake unit is located in West Maui close to many amenities and beaches. We recently purchased this unit because of the many happy memories we have built with our family here. We hope you will create memorable experiences there as well!This...
Direct Oceanfront Maui Studio,Romantic,Breathtaking View from Huge Private Lanai
Welcome to my Oceanfront studio, which is literally 50 ft to the water. Wake up to a breathtaking oceanview, take it all in from the spacious lanai, fall asleep to the sound of the ocean every nightRecently upgrade the TV to a 55inch Smart TV, which works w/ Apple...
Great View, 3 Pools, A/C, Walking Distance to Beaches! Kapalua Bay Villa #38G3
Welcome to Kapalua Bay Villa 38G3, a beautifully renovated 1-bedroom, 1.5-bathroom ocean-view villa that offers the perfect blend of refined luxury and island serenity. Located in the prestigious Kapalua Bay Villas gated community, this two-level retreat has been...
Stunning Deluxe Ocean View W/Lanai-Kamaole Sands
Kamaole Sands unit #10208 is located on the second floor: With all the space, comfort, and amenities necessary to accommodate an unforgettable Maui retreat, there is no place better than this recently remodeled one-bedroom/two-bathroom condo located within a block from...
Wailea Elua 803 - Ocean Views, Modern Renovation, Central AC, Wi-Fi, BBQ Grill
Every detail was addressed in the complete and total renovation of this single-level luxury condo at Wailea Elua Village. Upon entering Wailea Elua Village unit 803, you are immediately greeted with panoramic ocean views from the open living area, and the unit is...
Ocean View, Steps away from the pool
"COVID-19: Dear travelers. Even though we have always maintained an exceptionally clean property, you can rest assured that we are following the guidelines of the CDC and Expedia/VRBO for enhanced cleaning and disinfecting of short term rentals. Additionally, the State...
OCEANFRONT NEWLY RENOVATED CONDO "AMAZING VIEWS"
June 1 to June 5th special $150 per night!!! FREE HI SPEED WIRELESS INTERNET CONNECTIONFREE LONG DISTANCE CALLING TO USA AND CANADAOcean front condo has been recently remodeled100 feet from one of the finest beaches in MauiWonderful snorkeling and water sports at your...
Ocean Front Renovated 2 BR/BA Luxury Condo w/ A/C . 2nd Floor Unobstructed View
Royal Mauian #212 LUXURY OCEANFRONT condominium on the SECOND floor (Unit #212) is 30 feet from the ocean at the CENTER of Royal Mauian Resort allowing you to enjoy the 180 degree panoramic UNOBSTRUCTED CENTRE ocean view of the Pacific Ocean. A few steps from the Royal...
Sands of Kahana 243 was $560/nt, now $425/nt
Rent with confidence. Our condo is in a resort property that is zoned Hotel and is exempt from the new Short Term Rental prohibition. We offer a very friendly cancellation policy.BEAUTIFULLY REMODELED HOME AT THE SANDS OF KAHANA! THE REMODEL INCLUDES ZONED AIR...
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...
Hale Kai #116 Oceanfront Condo, just steps to the beach, pool and BBQ!
Fully remodeled first floor direct oceanfront condo, just steps from the pool, beach, and BBQ. The Hale Kai has a small quiet feel, that has guests returning year after year, "Hale Kai", your home by the sea. Experience amazing views of Molokai and Lanai and enjoy...
🏝️SUMMER Deals - Walk to the beach, great and convenient location LSV15🏝️
South Maui Condo Steps from the BeachWelcome to our bright and airy second-floor end unit in the heart of Kihei. Located in Building 4, Unit #223, this condo offers windows on three sides, allowing natural light and refreshing trade winds to flow through.What Makes This...
Perch - Maui Sunset: One Bedroom Suite, Part Ocean View with Big Lanai
Island Vacation at its finest! This partial ocean view condo is designed for comfort. Partial Ocean view, the unit has been nicely designed and features tile flooring, granite kitchen counters, stainless steel appliances and more. A large lanai Ideal for taking in that...
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...
New Listing:Tall ceilings, ocean views, and more!
Ekolu 404 is a spacious 2-bedroom, 2-bathroom second-floor condo, perfect for up to 6 guests. It features three private lanais, air-conditioning, and a washer/dryer. The master bedroom and guestroom both have king beds, while the living area offers a queen sleeper sofa....
Hokulani 509 at Honua Kai Resort ~ Rare Indoor Ocean Views & Wrap Around Lanai
Welcome to Hokulani 509, your luxury beachfront oasis at the stunning Honua Kai Resort & Spa. Marvel at breathtaking ocean views from inside this rare and unique interior courtyard, 2 bed/2 bath condo, boasting a 1300 sq ft interior with travertine floors and...
Gorgeous Ocean/Molokini View 2Bed/2Bath w/AC in EVERY room!!
Aloha and welcome to paradise! Recently renovated with split unit air conditioning with iWave-m ionizing air purifiers on each head!! Ocean view is absolutely amazing!! Watch the boats going to Molokini Crater year around, and see the whales in the winter, all from the...
Oceanfront Oasis - Beachfront Condo in paradise at Sugar Beach Resort
Wake up each morning to the sights and sounds of the waves gently hitting the shore as you sit on the private lanai looking at the oceanfront view. Sugar Beach Resort is a beachfront property, no roads to cross to get to the beach, just walk out of your unit and head...
Maui Resort Rentals: Honua Kai - 8th Floor Penthouse, 3 Full Bedrooms, Partial Ocean AND West Maui Mountain Views!
This tandem package combines two of our very best 8th floor "penthouse" suites, each offering generous partial ocean views as well as views of the enchanting West Maui Mountains. The two-bedroom suite boasts a fantastic corner location and a massive 500+ sq ft balcony...
Rainbow Deluxe - 2 BR/2 BA Cottage - Simply Wonderful!
'RAINBOW DELUXE' is a 700 square foot standout 2 bedroom / 2 bath fully licensed vacation home conveniently located in Maui Meadows, along the south shore of Maui, Hawaii. Our luxury Polynesian pole cottage sits on its own quarter acre, ideally nestled in a peaceful...
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...
Kaanapali Alii | 234
Welcome to Kaanapali Alii 234, your ideal luxury vacation rental nestled in the heart of Lahaina, HI. This one-bedroom, three-bath residence offers an exquisite garden view and a private lanai with peekaboo ocean views, making it a perfect short-term rental for families...
Papakea Penthouse - 3 Br ocean view 1 min walk to the beach! - No cleaning fee!
NO Cleaning fees!!! NO resort fees!!This condo has AMAZING views of the ocean, pool, spa, and beautiful resort grounds. Close enough to walk to several restaurants, grocery store, and food trucks.Three bedroom penthouse unit. The master bedroom has a king bed, the guest...
Ho'olei Ocean View 21-6 Newly Listed, Renovation May 2025
Remodel completed June 2025! See the new photos just posted!The entire home has been repainted, almost all the furniture was replaced, a lot of new beautiful art was added, and all new hardwood French oak floors were installed in the bedrooms.. We also remodeled the...
Wailea Ekolu Village 1107 - 2 Bedroom Ocean View Condo
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...
Kapalua Ridge 1421 40%Off May Deals for Relaxing Getaway at Remodeled Condo
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Kapalua Ridge 1421, a masterfully re-imagined 1-bedroom, 2-bath townhome perched on the second floor of Kapalua Ridge Villas...
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...
Prime Location for Oceanfront Lovers
Situated in Maalaea, just a short drive from the airport, Island Sands 110 is the perfect base to enjoy all that Maui has to offer. The condo is steps away from the daily bustle of Maalaea Harbor, where you can indulge in a variety of ocean activities, including snorkel...
SUMMER SPECIAL! AMAZING VIEW! Book Between May 25th - Aug 31 375/night!
Breathtaking views from our Unit 507 at The Whaler on Kaanapali Beach. 1 back from oceanfront! 1 bedroom unit has a king sized bed and a full size Murphy bed. 2 full baths. Sleeps 4 comfortably. Also a well equipped full kitchen.Relax on the spacious lanai while...
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...
Napili Bay Perfection #201, Top Floor, Corner Unit, On The Beach! Specials!
Stay right on Napili Bay beach, considered by many one of the top beaches in the world. This upgraded and remodeled studio will help you feel right at home when it’s finally time to relax after your all day activities. Along with being directly on the beach, you can...
Charming Ocean View Home with Central A/C - walk to Downtown Paia and Beaches
Experience the beauty of Maui’s North Shore from this private, ocean-view home just minutes from downtown Paia and some of Maui’s best beaches. This spacious 3-bedroom, 2-bath vacation rental offers the perfect balance of tranquility and convenience, featuring...
Wailea Grand Champions 159 - 3 Bedroom Golf Course View Condo
Wailea Grand Champions 159 is a beautifully updated three-bedroom vacation rental located along the fairway of the Wailea Blue Golf Course. This ground-floor condo offers a spacious layout with three bedrooms and two bathrooms, making it ideal for families or groups...
Surf Cove - Ocean - Jeep
Welcome to Maui! Stay in this stylishly updated, fully furnished vacation condo in the heart of Kihei. The ground-level unit lanai/patio is conveniently located steps away from the resort-style pool and outdoor barbecue area. The interior consists of top-of-the-line...
- 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...
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...
Kamaole Sands 10-410: Ocean View 2 Br near Kamaole Beach Park III
This Aloha themed two-bedroom S. Kihei vacation rental located on the 4th floor has all the ingredients for a memorable stay on Maui. The sunlight and wide layout of the living room create an ideal space to sit back and enjoy the flat screen television. There are also...
*TOP FLOOR REMODELED OV 1BR * A204
E Komo Mai “welcome” to Maui Eldorado A204! This newly remodeled tropical condo is located in the heart of Kaanapali, one of the world's most well-known destination resorts with Kaanapali north golf course frontage views and ocean view from your private patio....