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.
Luxury Golf Villa, Parking Lot Level Entrance, Best Location,Value, and View.
We invite you to relax and enjoy our luxurious Golf Villa which is perfect for two persons who desire a highly upgraded place to stay in Maui. Our spacious Villa has Sweeping Ocean Views from the Island of Lanai to the Island of Molokai. YOU HAVE A CHOICE when visiting...
KRV 1023 Experience Kapalua Maui from this 2BD condo with Spectacular Oceanviews
Kapalua Ridge Villas 1023 NEW LISTING Sweeping Kapalua Ocean Views from this Beautifully Remodeled Spacious Maui Villa! FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch...
Awesome Beach - Elegant Villa - Tropical Oasis
Luxurious Villa - just steps to the beach! Aloha and welcome to our beautiful home, an elegant tri-level, three-bedroom vacation home steps away from two of Maui's most beautiful beaches and the world-famous Kapalua Resort. We invite you to enjoy a wonderful vacation in...
Kaanapali Alii | 371
Kaanapali 371 is a stunning ocean view condo on the seventh floor that enjoys fantastic views of the lagoon-style property pool and also the waves crashing on Kaanapali Beach. Tropical decor highlighted by bright watercolor paintings of bird or paradise, ginger, and...
Grand Champions 105 I Spacious Wailea 3bd
Hawaii Life Vacations proudly presents Grand Champions #105, a beautifully updated 3-bedroom condo located in a serene corner of Grand Champions Villas in Wailea. Nestled against the 8th hole of the Blue Course, this spacious retreat offers stunning mountain views from...
Ocean Front With Ocean View! AC, King Bed, 2 Bath!
E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands...
Luxury Upcountry retreat with breathtaking views!
PermitsBBMP2019/0006 & SUP2 2019/0003GE-081-730-0480-01 & TA-081-730-0480-01This is a BnB not a STRHOwners live on property.Aloha, sorry but at this time we are not hosting to families with children younger than 12 Mahalo.This is a NO SMOKING property. Mahalo. Our...
NICELY UPDATED-SLEEPS 8-WELL EQUIPPED-AC-METICULOUS CLEANING
Book with confidence, this stunning, 3 bedroom, 2 bathroom spacious condo that has been nicely updated. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7...
Spectacular Oceanfront, 270 Degree Views, Amazing Sunsets & Sea Life, Mahana1011
You will love the spectacular views from this beautiful luxury two bedroom, tenth floor, oceanfront condominium which overlooks Maui's beautiful Kaanapali Beach. It is bright and spacious with a 270 degree wrap around view of Kaanapali Beach, the pool and the...
G204 | Tropical Paradise | Beachy Kihei Surf Bungalow
Welcome to your perfect Maui getaway at this beautifully updated 2-bedroom, 2-bathroom condo in Kihei Garden Estates. The contemporary "surf shack" design creates an authentic Hawaiian atmosphere, featuring a spacious loft primary bedroom with a plush king bed and...
Kaanapali Shores 702 Find Your Next Summer Escape at Beautiful Beachfront Condo
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Kaanapali Shores 702, a show-stopping direct-oceanfront residence perched on the 7th floor of the acclaimed Kaanapali Shores...
Modern Renovated Maui Kamaole Condo Near Main Pool, Beach Across Street
***Summer Discounts now available for July and August 2025! 15% off plus an extra 5% for weekly rentals and 10% for monthly! Quote calculates the lower rates!***This 1050+ square foot 2BR/2BA condo is in the highly desired Maui Kamaole complex, one of the newer condo...
Impressive Wailea Ekahi 1 Bd+2Ba Condominium 20G-Adjacent to Keawakapu Beach
Don't miss the best that Wailea Ekahi has to offer. Ekahi 20G - newly remodeled as of August 2025. Gorgeous! Stay with Wailea Rentals at Wailea Ekahi Village 20G and you and your guests will enjoy premier accommodations, furnishings and holiday experiences at this...
NOTHING BUT OCEAN VIEWS! Remodeled, AC, direct ocean front, large 2bd/2bth
Our unit is the 'FIVE STAR' condo in this building complex located in N. Ka'anapali/West Maui. Premier unit, front & center ocean & island views all from the 3rd fl. The condo is specifically designed as an adult only unit, but we do allow babies w/cribs or packNPlay...
Direct Oceanfront 2BD, Kaanapali/Kahana area, FANTASTIC! Home Away from Home!
Maui is outdoor living at its finest! Enjoy having breakfast lunch and dinner on your lanai staring at the ocean! Wake each morning to birds singing, swaying palm trees and the teal blue waters of the ocean.. there is no escaping the absolute OUTSTANDING view from this...
Romantic, Luxury Maui Getaway with Ocean View - Couples Only
Welcome to The Palms at Wailea – Your Island Paradise Awaits!Nestled in the prestigious Wailea resort community, The Palms at Wailea condo complex is one of Maui's most elegant destinations. Our 1-bedroom, 2-bathroom condo (Unit #1304) has been custom remodeled,...
ICC 18 Remodeled Cottage w Pool AC Beach
International Colony Club 18 Beautifully Remodeled Air Conditioned Hawaiian Plantation Style Cottage Across the Street from the Beach FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch...
Welcome back to Maui! Gorgeous 2br/2 ba Luxury condo
Welcome to our beautiful 2-bedroom, 2-full bath corner unit condo at the beautiful Honua Kai Resort and Spa. Our luxurious vacation home promises an unforgettable experience with its ample space, incredible views, and prime location. With its huge windows, abundance of...
Oceanside-Spectacular View and Poolside Oasis!
Summary:With a sprawling ocean view, this little island oasis is the epitome of the dream vacation home. Wood beam ceilings and rich grainy finishes contribute to the "island beach house" character. Poly Shores is minutes from world famous Kaanapali beach and Kaapalua...
Luxury Ocean View 2 bed/2bath Beautifully Remodeled; Unit #325
Relax in luxury in this 1100 sf property which has plenty of space to enjoy the views and beaches of south Maui. Quite possibly the nicest and most complete renovation in Hale Kamaole with every detail attended to in its upkeep. Upgraded AC in this modern beach style...
4 Pools, A/C, near 3 snorkeling beaches! Gorgeous Kapalua Golf Villa! 25V1 - Quam Properties Hawaii
Kapalua Golf Villa #25V1 has ocean views on the Kapalua golf course from this 1Br/1.5Ba condo. Updated furniture with a kitchen remodel. There are flat-screen TV's in both the living room and bedroom. Golf Villa #25V1 has ocean views that await you from the spacious...
NEW LISTING: Newly furnished with lovely decor. Experience our tropical paradise
NEW LISTING: Welcome to Kealohilani, our heavenly home by the sea and your ground floor tropical escape. Nestled a few steps from lush gardens and pristine pools, and a stone's throw from the island's most famous beaches, this getaway is a dream come true for those...
Hale Ka Mahina, walk to Hanalei Bay & town. TVNC-1115
Upgraded in 2019, Hale Ka Mahina isn't your average vacation rental, Hale Ka Mahina is tucked away on a side street between Hanalei Bay and Hanalei town. Easily walk or ride bikes to the beach and town when you want to check the surf or grab a coffee at the Hanalei...
Maui Sunset B102 - Aloha Tai 2, Beachfront Resort Condo, Ground floor, 1B/2BA, S
Summary:Condo in Beautiful Oceanfront Resort - ground floor tastefully-updated with all new furniture (April 2022) 1-Bedroom 2-bath with King Bed, Queen Sleeper & Twin Murphy bed in LR. Family Friendly, sleeps up to 5, Full Kitchen, AC, Washer/Dryer in-suite, Free...
Kamaole Sands 6-110 3 bed 2 bath Luxury Tropical Oasis split AC W/D
***MAUI PROPOSED VACATION RENTAL BAN WILL NOT GO INTO EFFECT UNTIL 2030 IN THE UNLIKELY EVENT IT PASSES- YOUR BOOKING IS SAFE!! Elevate your Maui experience at highly renowned Kamaole Sands resort condo. Lush, tropical grounds, swaying palm trees, waterfalls and ponds...
Beautiful Ocean & Golf course views at this Kapalua Golf Villa, discounted 2024
Our Kapalua Golf Villa sits on the 4th hole of the Bay Course. You will be street level with just three steps down to the entry. Enjoy watching golfers while having your coffee or have happy hour with beautiful ocean view sunsets from our oversized lanai. You are...
Maui Stunning Beachfront Luxury Ground Floor with A/C. *Nani Kai Hale 101*
Stunning luxury, ground floor condo directly on Sugar Beach, one of Maui's best beaches. The unit was completely remodeled floor to ceiling in 2017 and includes 2 bedrooms (1 king, 1 queen) each with en-suite bathrooms, a full luxury kitchen, living area with large...
Sunsets in Paradise
Welcome to Sunsets in Paradise - Your perfect Maui vacation rental Sunsets in Paradise is located in the heart of the Ka’anapali-Kapalua area, on the west side of the beautiful Valley Isle of Maui. We are minutes away from Lahaina, the historic Royal Capital of Hawaii...
🌺Last min Super Duper deal April 19- May 2 please inquire !
TVNCU number # 5150 Wailele Ikena (The Simpson House)... Hanalei Bay, Kauai, Hawaii. Hanalei has it all! Breathtaking views of dozens of cascading waterfalls, sheer cliff, ancient volcanic mountains covered with vegetation, and one of the most wonderful protected,...
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...
Luxury Mahana 1bd/2ba-Beautiful Remodel- Incredible Views-Free Parking/WiFi
Mahana 715 is a 1BD/2BA condo featuring the best direct beachfront location, panoramic Pacific Ocean views, year round sunsets, and seasonal whale watching at its finest. The Mahana is one of a kind with its close proximity to the water and there is truly nothing like...
PREMIERE location of Napili, with 116 EXCEPTIONAL REVIEWS!
Aloha, enjoy stunning scenery and serenity at our home on the 'Point Oceanfront' at Napili Point on Maui with unobstructed views of the Palilolo Channel, Molokai and Lanai. Our home is the most premier location in Napili. Discover the advantages of being on the 'Point'...
🌈 aLOooHA! 🏖 Happy Hawaiian Holiday! 🌺
🌺 Aloha and welcome to sunny Kihei! Our modern and well equiped, air conditioned 1 bedroom condo is located just south of the brand new Hilton Grand Bay Villas Resort and is situated directly across the street from the beach. Our home is within short walking distance...
Wailea Ekolu 505 ~ Big Ocean Views ~ New Furnishings
Spectacular Ocean and Sunset Views!!A short walk or drive to Wailea’s best beaches.Newly furnished and well appointed home will provide an exceptional experience.Wailea Ekolu is peaceful and spacious development with dinning, coffee, shopping and Maui's best beaches...
Best Views at Honua Kai - Penthouse Suite with Private Lanai & Grill-Honua Kai K1025
This condo is zoned hotel and is a legally compliant vacation rental in Maui CountyLuxurious Penthouse Escape with Sweeping Ocean Views, Private Lanai, and Resort-Style AmenitiesAloha e komo mai – Welcome to your luxurious Maui retreat, where the aloha spirit and the...
Oceanview Remodeled Across from Kamaole 3 Beach
Hosted by VacaMauiWelcome to your perfect Hawaiian getaway at Haleakala Shores! This beautifully remodeled condo, located directly across the street from the pristine white sands of Kamaole Beach Park 3, offers an unbeatable location for swimming, snorkeling, and boogie...
GORGEOUS OCEANFRONT PENTHOUSE
Completely renovated true oceanfront 3 bedroom (2 bedroom plus loft) 3 bathroom penthouse in Papakea unit F405. The view is phenomenal!!! There is absolutely nothing in between you and the ocean which is 50 feet away. Whale watching from the living room, the...
VI 206 OceanFront Studio w Ocean Views Pool
Valley Isle 206 Beautiful Studio at Convenient Location and Close to Amazing Beaches! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm...
Unquie Artists Condo Home
Koa resort condo community has 5 tropical landscaped acres with 5 low rise buildings surrounding an Olympic sized pool. Ground floor unit completely remodeled with all the comforts of home. Private entrance, a private lanai with a view straight to the pool makes this a...
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. ** NO RESORT FEES beginning July 1, 2025 ** The master bedroom facing the ocean side features a king-size bed, TV and a safe to...
FABULOUS OCEAN VIEW, 6th FLOOR CONDO, “149-5 STAR REVIEWS”
Located at the Honua Kai Resort in the Konea Tower. Our studio has a fabulous 6th floor ocean view on Kaanapali Beach. This spacious 6th floor studio is an elegant place for a total Maui experience. Our studio/condo features:• luxurious king bed and a sofa queen...
Relax in the Kapalua Golf Villas - Listing newly back on the market - Specials!
Relax in paradise! Top floor condo with a one level floor plan. All new furnishings, carpet and paint. Lovely lanai to watch the golfers go by and enjoy the views and smells of the island of Maui. There are 4 pools in the Kapalua Golf Villas, with a heated pool right...
Legendary Estate 50 Steps to Maui's Best Beach! New! 5 Bedroom, Pool with Slide!
Have you been dreaming about the ultimate Hawaii family vacation? Do you dream of a property that sits across the street from the top beach on Maui? Welcome to this incredible estateAs one of the only properties on Maui this close to an impeccable sandy beach, you'll...
Stunning ocean view! 2/2 in the heart of Wailea
Halloween Special! 20% off all days October 28 - November 5!Beautiful, spacious, modern 2/2 condo located in the heart of the Wailea Resort area with gorgeous, far-reaching ocean and island views, and surrounded by brilliant, lush, flowery grounds. Super-close to...
Stunning ocean view 2 bedroom • Steps from beach
Enjoy beautiful ocean & sunset views from, Ohana Lani, a 5th floor condo with 1120 sq of living space and a stunning double wide lanai. The condo artfully blends modern amenities and island style. Ideally located in Kihei, the unit is right across the street from the...
Gorgeous 2/2 Remodeled & upgrades galore!
Beautiful 2 bedroom 2 bath main floor condo boasts comfort and elegance with NEW floors, NEW blinds, NEW AC's! GORGEOUS! Located in highly sought after complex on the south shore of Maui. Fully loaded and wonderfully decorated. One bedroom is a suite with a king bed....
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...
Wailea, Oceanfront, Polo Beach Club Condo #403
Location, location, location…. Polo Beach is the premiere condominium that sits at the south end of the Wailea Beach walk, next to the Fairmont Kei Lani resort. Our unit is on the sunny south side of the building, overlooking the pool area and ocean, and south towards...
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...
Contemporary Chic Comfy - 2Bed 2Bath Condo, Steps to Charley Young Beach
We are happy to invite you to our beautiful & stylish vacation condo - AquaMaui. Our family is grateful to have experienced the magic of Hawaiian living and we would love others to experience this. Our condo is a 3 minute walk to one of the most beautiful beaches in...