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.
Captivating Ocean Views from Polo Beach Club 805! Direct Beach Access
Book Your Stay and Get a $300 Gift Card!Planning a getaway? Book a stay of 5+ nights between September 24th and November 9th, and you'll receive a $300 gift card to enjoy at some of the best spots around! Choose from Cafe O Lei, Kohola Brewery, or Cool Cats to indulge...
Amazing Ocean Front at Sugar Beach Resort #519, High End Remodel, 1Bed/1Bath
Sugar Beach Resort is located north of downtown Kihei on beautiful Sugar Beach. Sugar Beach stretches for miles on Maui's Maalaea Bay. Stay in our Hawaiian condo and it will be a vacation you will never forget. Sugar Beach Resort is just a 15 minute drive from Maui's...
Marriott Maui Ocean Club 1BR 2 bath Available week of 12/22-29
Please push ask owner a question with your dates before using the book it now button. Web site calendar does not match what Marriott shows as available or take into account that Marriott timeshares have to be booked as full weeks and check in can only start on Friday,...
Kaanapali Alii | 2101
Kaanapali Alii 21012 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Kaanapali Alii 2101 is a luxurious platinum-rated one-bedroom condo, with a fully enclosed den that comfortably serves as a second bedroom. Located within the...
Modern 2BR/2BA w-A/C, Sleeps 6, Walk to Beach, Spacious, Prime B Bldg Location
Absolute Serenity awaits you in Maui, Hawaii. This air-conditioned, two-story, fully-equipped condo, sleeps six and has plenty of space for your family, plus hotel-style amenities that include access to two swimming pools, hot tubs, and tennis courts. Our recently...
DIRECT OCEAN FRONT 2Bd/2Bath Whaler on Kaanapali Beach
Discover our beautifully spacious 2 bedroom, 2 bath Direct Ocean Front condo at The Whaler #1102. This particular home is a rare and sought after condominium, located on the north corner of Tower I. It’s 11th floor location offers an unobstructed northern view from the...
Tropical haven, close to beaches and shopping
Paki Maui 414 is a 1-bedroom, 1-bathroom condo located on the fourth floor with wonderful garden views from your lanai and floor-to-ceiling sliding glass doors, bringing natural light into the condo. The condo does have a split air conditioning in the bedroom and living...
Bright New 1 bd at Kamaole Sands I 5-208
*This unit was recently remodeled. Professional photo's and additonal artwork/decor to be completed in January.Welcome to your perfect getaway in South Kihei! This beautiful one bedroom condo blends modern comforts with a warm, inviting atmosphere. Perfectly situated in...
Enjoy sunsets-Beautiful Oceanview Pac Shores perfect for couples and families!
Start your mornings on the third-floor lanai for sunrise and end the day at Charley Young beach for spectacular sunsets. Watch turtles cruising the waves and spot whales offshore during the winter season.Two bedrooms and two bathrooms provide space and privacy for...
Charming Oceanfront retreat- Steps from the Beach, 2BR/2BA Polo Beach Club 308
For those looking for a peaceful, comfortable home base on Maui with true beachfront access. Just steps away, you can enjoy wonderful swimming and snorkeling- no roads to cross, no long walks. From our lanai, you might spot whales in the winter, turtles passing by, and...
Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach
Ekahi Ocean Studio is a studio perfectly located in the lower village of Wailea Ekahi (#8C), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat....
Maui Resort Rentals: Luana Garden Villas 10A – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3BR/3BA residence is conveniently set within Enclave Two of the Luana Garden Villas. Villa 10A's west-facing orientation offers an open view between the Hokulani and Konea Towers, and its designation within our "Grounded" collection at the Luana Garden...
On the Beach! Kihei Sands Beachfront Resort, Unit A1
Kihei Sands is a Direct Beachfront complex, Popular Unit A1 - An Amazing Location!Aloha & E Komo Mai to our beautiful Condo, Unit A1~We purchased and completely renovated A1, we love spending time here as a family! Since we are new to the condo rental experience, we do...
Coastal Chic Ocean Front Stunning View w AC
Escape to paradise in this modernly furnished 1-bedroom oceanfront condo! Relax on your private Lanai while watching mesmerizing waves and turtles. Enjoy a fully stocked kitchen, heated pool and hot tub. Fall asleep to the waves crashing in the comfy king-sized bed or...
Wailea Ekahi Village 29D - 1 Bedroom Ocean View Condo
This Wailea Ekahi Village residence completed a beautiful renovation in 2022. From colorful artwork to comfortable and sleek furnishings, you will instantly recognize why this Wailea vacation rental earned our highest internal ranking of \'\'platinum\'\' status. This...
Top Floor 1 BR Ocean, Kaanapali Golf Front A206 Maui Eldorado
E Komo Mai “welcome” to Maui Eldorado A206! This modern condo is located in the heart of Kaanapali, one of the world's most well-known destination resorts with spectacular ocean, Molokai and western exposure towards the island of Lanai. When relaxing in the spacious...
99 Steps to the Sand - Ground Floor 3 Bedroom - Hokulani 104
This condo is zoned hotel and is in legal compliance with all Maui County ordinancesGround-Floor Oceanfront Suite and Wraparound Lanai at Honua KaiE komo mai (welcome) to Kai Hele Ku ("The Quickest Way to the Ocean"), where the warm embrace of Maui's kai (sea) and the...
Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!
The Makani suite is named after the wonderful trade winds we receive here on Maui! Enjoy the breeze in the front lanai rocking chairs while sipping your cup of coffee. Though this is our economy suite it is spacious and has all the comforts and amenities. Designed in a...
Wailea Ekolu #405 SUPREME OCEAN VIEW on Wailea Golf Course w/ FULL A/C
Introducing the newest unit in our portfolio! Please visit and be our first review with an introductory Special Rate till August 31th! Wailea Ekolu #405 is an ocean view 2 bedroom, 2 bath ground floor unit with air conditioning throughout, a fully equipped kitchen,...
Renovated 03/23! Direct Oceanfront Condo with 2 Master Suites!
*Available for booking! Thankfully, our condo is not located in the wildfire affected area*Enjoy stunning views in this newly renovated oceanfront condo located on Kahana Beach! This spacious 1,040 sqft condo located at Valley Isle Resort has been completely renovated...
KAMAOLE SANDS 3104-BRIGHT, CLEAN, AND FRESH!
Kamaole Sands 3-104 has some features that separate it from other condos and make it a great choice for your vacation:1) The lanai is not only oversized and covered, but it also faces SW. This means you ALWAYS have the choice between full sun or full shade. It is on the...
Lanai sunsets sooth your soul Gentle breezes kiss your skin Breathe deep - Relax
Menehune Shores is NOT subject to the recent Minatoya short term rental restrictions so your booking is safe! Maui County Mayor has recently (Dec 2025) approved removing several properties from the Short Term Rental Market (over several years) but this condo is not part...
Fabulous Ocean View Condo, Near Kaanapali.
This is one of the best spots on Maui & a great way to support local businesses as Maui recovers. Easy access to anywhere you want to go, and close to shopping, beach and snorkeling. Snorkel in Kapalua, or go for a little hike - it's all a short ride away.Condo...
Tower Standard King at Royal Lahaina Resort
Your oceanfront tropical oasis awaits on beautiful Maui!This listing is for a room within a hotel.✦ Your room is 350 sq. ft, equipped with complimentary toiletries, TV.✦ Daily cleaning services included in the nightly price.There are a few additional details to know...
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
GE: 184-440-0128-01TAT: 184-440-0128-01Aloha and welcome to the Hale Anna, Maui. The Hale Anna is a beautiful, private home located across a quiet street from miles of sandy beach. This home is a legal grandfathered vacation rental with the Maui County Department of...
Maui Westside Presents: Honua kai - Konea 312/314 3 bedroom/2 Bath sleeps 10
This is a unique listing for booking two individual condos under one booking. You'll be renting Konea 312 and Konea 314 side by side, creating a three-bedroom, two-bathroom combination that can sleep up to ten guests!Konea 314 is a luxuriously renovated one-bedroom...
Beach Chic Condo with Huge Ocean Views, Walkable to Beach, Shops & Dining
Address for this Condo: 2385 S. Kihei Rd #403, Kihei HI 96753 Condo Name: Kamaole Beach Royale***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Kamaole Beach Royale #403, located in the heart of Kihei, Maui!. Enjoy a spectacular views of the...
Wailea Ekahi Village 38F - 2 Bedroom Ocean View Condo
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...
100% OCEAN VIEWS FROM ALL ROOMS, Cancellation June Special!!, Hokulani #525
We offer an owner-managed luxury condo with a personal touch. Avoid the hassles typically associated with third-party property managers. Walk from the front door to one of the world's best beaches, Kaanapali. Soak your toes in the sand then snorkel with the turtles and...
Sapphire Oasis- Heavenly Ocean View and Resort
Summary:As soon as you walk into this 2 bedroom 2 bath condo, you'll feel it. The sounds of the waves will lull you immediately. The striking panoramic view will have you feeling like you're in the endless blue ocean. And as you rest on the lanai, the fresh island...
Sands of Kahana Resort #345 - Vacation West Maui
★ Completely Remodeled in 2025★Air Conditioned 2 Bedroom, 2 Bathroom at the World Renowned Sands of Kahana Resort★ Oceanfront Oasis in West Maui's Sands of Kahana Resort★ Huge Condo, 1,600 Sq Ft Property Highlights:Mesmerizing views of Moloka'i and Lana'i on the...
HEAVENLY OCEANFRONT CONDO!!! PH22 STEPS TO THE BEACH!!!
The perfect place for a romantic honeymoon, a restful getaway, or a fun-filled family vacation. Welcome to Penthouse 22. Our top floor, ocean front condo is just steps from the sand and surf. We are a consistently A+ rated unit and have just re-decorated with new...
New!-#510-Ocean-Sunset Views! Steps from It All!
Ocean-View Condo with Double Lanai & Rooftop BBQ | 2BR/2BA | Steps to Beach + DiningWelcome to your Maui retreat at Kamaole Beach Royale, a beautifully maintained 2-bedroom, 2-bathroom condo on the 5th floor, offering unmatched panoramic ocean and sunset views. Located...
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...
Makena Surf C-107: Premier Luxury Condo • Local Art • 2 New Pools • Pickleball
Located in a hotel-zoned area, our condo wouldn't be affected by Bill 9 if it passes. Vacation rentals would remain completely legal here—no worries for your stay!PLEASE NOTE THAT THE SECOND BEDROOM CAN BE CONFIGURED WITH EITHER A KING BED OR 2 XL TWIN BEDSMAKENA SURF...
Jaw Dropping Ocean Views from Second Story, 2 Bedroom Unit 2D
As you wake up in the morning, take in the beautiful view with the cool ocean breeze. Sit on the balcony with a refreshing drink as you appreciate the magical Maui sunsets. Vaulted ceilings. Granite countertops. Spacious bathrooms. Open concept. Large glass sliding...
DISCOUNTED RATES! Brand New - Completely Remodeled, steps from the beach.
This gorgeous unit was remodeled in 2020 and professionally designed with the most modern amenities. It features a King bed in the bedroom as well as a pull out cabinet Queen sleeper and Queen couch sleeper, each with memory foam mattresses. You will find all the modern...
Maui Westside Presents - Eldorado H208
🌺 Aloha from Maui Eldorado H208! 🌺Winter Special - Book 7 nights and receive a 10% length of stay discount. Rates are updated automatically and applied when selecting 7 nights or more. Escape to your dream Maui getaway in this fully renovated, 1,440 sq ft, 2-bed/2-bath...
May on Sale! Book now and SAVE BIG! Walk to the Beach from Your Private Lanai!
Located on the sandy beaches of Kahana just north of Lahaina, Valley Isle Resort is the perfect spot for your oceanfront getaway. You can enjoy unobstructed ocean views and spectacular sunsets from the lanai or relax on the beach just steps away.Spacious and updated,...
Stunning Beach Front Townhouse
Beautiful BEACH FRONT townhouse on Sugar Beach. 'Maalaea Surf is one of Maui's best kept secrets.' Spaciously spread over 5 acres of tropical gardens, Maalaea Surf sits directly on a beautiful white sandy beach which stretches for 5 miles. Beautiful sunsets and seasonal...
Brand New Everything! Prime Dates Available in Kaanapali Resort Studio !!
Come stay in our completely updated Studio!! Designed with a sophisticated modern and serene palate perfect for couples, no expense was spared in creating a tranquil oasis to enjoy your Maui adventures. Equipped with all the conveniences of home with brand new...
Perch - Maui condo: Pool, beach access, daily tranquility on lanai – an indulgent escape.
Discover your ideal Maui retreat in this cozy space with elegant tiles, sunny windows, and a spacious private patio. Explore lush surroundings with amenities like a pool, hot tub, picnic area, and BBQ facilities. Plus, enjoy easy access to the sun-kissed shores of Maui...
Wailea Ekahi Village 35D - 1 Bedroom Ocean View Condo
Make your Maui dreams come true at Wailea Ekahi 35D! This vacation rental is perched on the top floor with a private entrance surrounded by manicured grass lawns, colorful bougainvillea, and fragrant plumeria trees. This modern remodeled one-bedroom one-bathroom condo...
100KContemporaryHawaiian Reno in Wailea-Beach/Golf
Stunning 100K Recent Reno+New Decor for a Hawaiian Beach Vibe. Wailea is one of the most sought after resort addresses on Maui.Here you can relax in the luxury of the beautiful grounds+refreshing swimming pool+spa. World Class Golf+Shopping. Ground flr condo with...
HONUA KAI- HK 314-1 BEDRM-1 BATH-⭐️⭐️⭐️⭐️⭐️ 67 FIVE STAR REVIEWS-OCEAN & MNT VIEWS
Aloha, Our condo (Hokulani 314) has just been newly upgraded and remodeled with new furnishings and wall art. Our beautiful one bedroom unit has a king bed and living room with a Queen sofa bed. The condo comfortably sleeps up to 4 guests and is located in the beautiful...
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views
Makena Surf G-201 is on one of the most luxurious and prestigious properties on the island of Maui. With oceanfront access and spectacular views, it offers a secluded and tranquil setting for your next island getaway. Unit G201 is located on the second floor of the G...
Welcome to your Maui Escape! Newly renovated and Hotel-Zoned!
Experience the ultimate getaway at a charming and centrally located condo in Kihei, just steps from the beach! Nestled in a small quiet complex, this tropical retreat offers a peek-a-boo ocean view, the perfect backdrop for your morning coffee or evening sunset. Enjoy...
Ocean View Villa in Kahana, Maui
Experience the ultimate comfort and relaxation in our beautifully adorned Maui haven, Kahana Villa F404. This exquisite condo boasts an array of personalized touches that will leave you feeling right at home. Indulge in the breathtaking vistas of the Pailolo channel and...
1 bedroom at Honua Kai Mountain view remodeled April 2023 King Bed, Central AC
Fully remodeled in April 2023, this upscale and spacious one-bedroom retreat awaits you. Unit # is 626 on the 6th floor of the Hokulani tower. Enjoy all the amenities the Honua Kai resort has to offer, freshly prepared meals in your fully stocked kitchen and a cool,...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms + Den, 4th Floor Partial Ocean AND West Maui Mountain Views!
We are proud to present this one-of-a-kind new 3BR+Den package at the acclaimed Honua Kai Resort on Kaanapali North Beach.This tandem package combines an expansive 2BR suite with the 1BR+Den located directly next door. Your party will be treated to gorgeous partial...