Maui Vacation Rentals – Explore the Valley Isle's Best Stays

Maui offers a wide variety of vacation rentals including beachfront villas, oceanview condos, jungle cottages, and upcountry retreats across Wailea, Kihei, Kaanapali, Hana, and beyond.
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Wailea Ekahi Village | 25D

Welcome to Wailea Ekahi 25D, an exquisite vacation rental that embodies the essence of luxurious island living in Wailea. This one-bedroom, one-bathroom second-floor condo offers a enjoys elevated views of the 32-acre manicured grounds. Vaulted ceiling and tiled floors...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Wailea, Hawaii

Remodeled 1BR/2BA Wailea Ekahi 26B Ground Floor with Lush Views & Spacious Lanai

Remodeled, ground floor condo tucked in the lush tropical foliage of Wailea Ekahi Village. #26B is a large 1 bedroom, 2 bathroom with a wide open floorplan and lanai leading out to the grassy lawn. Tons of windows allow natural light to brighten the space. AC in the...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Oceanfront Bliss Pool & Stunning Views Hono Kai C3

Relax and rejuvenate with stunning Ocean and Haleakala views from your living room and lanai. Perfect for whale watching, this beachfront escape features a fully stocked kitchen and all the comforts you need. Lounge by the oceanfront pool, savor BBQs, bask in the Maui...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailuku, Hawaii

Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.

Aloha. Have you noticed how we're constantly towards the top of Kihei and Kihei Kai Nani searches. Well, vrbo has a system of metrics they use that ranks all listings, basically putting the best units available in front of guests...and we're crushing those metrics and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Charming ocean-view condo with spacious lanai & pool

Island Surf 512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the very best of Kihei when you settle down at this ocean-view beauty! As soon as you walk through the front...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Wailea Grand Champions | 71

Wailea Grand Champions 71 is a beautifully updated ground-floor vacation rental that offers both fairway and ocean views from the living room and private lanai. This spacious two-bedroom, two-bath condo comfortably accommodates up to six guests, providing ample room for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Million Dollar Views Oceanfront Studio at The Whaler in Ka'anapali

Aloha! Welcome to Unit #764 at the beautiful and world-famous Ka'anapali Beach and the Whaler! Ka'anapali Beach is a destination featured on the Travel Channel and rated as one of the best beaches in the USA. The Whaler is a popular luxurious ocean front resort in the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Lahaina, Hawaii

Oceanfront Kihei Paradise Vistas

Summary:Spacious and elegant. Completely remodeled in April 2024, no expense was spared to create our gorgeous oceanfront oasis. This one-bedroom, condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei, all of Maui is within reach....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

The Most Gorgeous OV Villa in Kapalua Sleeps 6

THE BEST LOCATION ON MAUI, ALSO, THE BEST LOCATION IN THE COMPLEX!!! THIS IS PARADISE!!! Enjoy beautiful ocean and sunset views. I was just there and from my lanai, we watched whales breaching. You will love our great views of the ocean, golf course and the island of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapalua, Hawaii

Stunning Ocean Front Views, Wailea, Polo Beach Club Condo - unit 303

Welcome to your tropical escape at Polo Beach Club, our cherished slice of paradise! Having fallen in love with this magical location years ago, we are thrilled to be able to share our beautiful condo with you. Nestled at the tranquil south end of Wailea Beach Walk,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Kihei Hidden Gem:Prime Location, New Pool, Walk to Beach!!

Experience the sunny charm of Kihei at our cozy Maui retreat! Perfect for families, friends, and couples, our getaway is just a short walk from beautiful beaches, shops, and restaurants. With two bedrooms, a spacious bathroom, a fully equipped kitchen, washer & dryer,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Designer-Amazing Ocean Views-Turtle Viewing Beach-Directly On Top of Ocean

Brand new fully remodeled 2nd floor "on top" of the ocean unit! Luxury and comfort all wrapped into one with island and ocean views, award winning interiors and access to a secret sea turtle beach. Endless ocean views from the private lanai will give new meaning to your...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Lahaina, Hawaii

Luxury Kapalua Ridge Villa Featuring Sparkling Ocean, Island and Coastal Views!

Enjoy the 5th Night Free for stays between now and September 30, 2025. Reservations must be made by August 15, 2025. *Applies to new reservations only. *Please note that the Kapalua Resort and this property were not affected by the Lahaina fires, nor were our...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Lahaina, Hawaii

Maui Sunset Vacation Rentals A516 ocean view

Top floor, best location of any 1 bedroom #A516Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. New flooring throughout 2023. A516 is on the top floor ocean and...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Maui Resort Rentals: Honua Kai - 3 Full Bedrooms, Ground Floor, Steps to the Pools, Beach, BBQs!

This tandem package combines 2 neighboring ground-floor suites to create a 3 bedroom package that offers two large lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas.These neighboring suites provide a perfect opportunity to gather, reconnect, and...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Lahaina, Hawaii

Worldmark kihei in beautiful Maui , walking distance from beach

Tropical yet sophisticated, this Maui resort just steps from the beach delivers the experiences that’ll create memories you'll treasure for a lifetime. Take in this serene island’s historic, natural, and contemporary bests.

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

A 5-Star Estate, Large Groups, Luxury Living

This luxury condo is situated a short walk from the beauty of the beach! A 3,700 square foot, 3 bedroom, 3.5 bath gem, it is the ideal place for a quiet retreat. Features a Master Suite with private lanai and two additional bedrooms with en suite baths, sleeping up to a...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kihei, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Mahana 1119 Early Summer Deal at Luxurious Condo with Panoramic Ocean Views

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Mahana 1119, an eleventh-floor 2-bedroom, 2-bath corner penthouse that sleeps up to 6 guests and occupies Mahana’s most...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Stunning distinguished villa with tranquil views

Kapalua Golf Villa 18V4 is a 1-bedroom, 2-bathroom villa that accommodates 2 guests and just completed a full remodel in December 2022. Feel at ease when arriving through your private entrance, welcoming you into a beautiful and bright living room boasting brand new...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Lahaina, Hawaii

Ocean View/Golf course A210 Maui Eldorado, Remodeled

E Komo Mai “welcome” to Maui Eldorado A210, with ocean and Kaanapali golf course views at unit A210!!Enjoy a fresh and modern stay with a newly remodeled kitchen, bathroom, flooring and furniture. Located in the heart of Kaanapali. Voted #1 Kaanapali beach by Conde...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kaanapali, Hawaii

*Hono Kai A11* Maui condo steps to the sand!

In the beautiful ground floor Hono Kai A11 garden-view unit, you will be immersed in rich tropical foliage from your spacious private lanai only steps from the complex beach access! Remodeled and decorated with the spirit of Aloha, this unit features a primary bedroom...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Maalaea, Hawaii

NEWLY REMODELED-QUIET LOCATION-AC-WELL EQUIPPED-METICULOUS CLEANING

Book with confidence, this stunning, 3 bedroom, 2 bathroom spacious condo that was just completely remodeled with all new furnishings. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Wailea, Hawaii

Your oasis by the sea, stay at B103!

Step off your lanai, & enjoy the pristine ocean, pool, or hot tub. Snorkel with sea turtles & colorful fish. Walk to Kaanapali Beach & boardwalk for casual dining or groceries. Additional shops & restaurants minutes away at Whaler's Village & downtown Lahaina. Papakea...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Lahaina, Hawaii

ONE BEDROOM OCEAN VIEW

Welcome to Kihei Akahi! This wonderful 1 bed /1 bath is the perfect location for your Maui vacation. Step cross the street and enjoy Kamaole Beach 2, one of Maui's best swimming beaches. The condo has a fully equipped kitchen, making it ideal to enjoy dinners at home...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Ocean view 2 bed/2bath Kaanapali Shores gem

Welcome to Kaanapali Shores 423. This beautifully positioned 4th floor ocean view 2 bed/2 bath condo features newly upgraded central AC, fully equipped kitchen with granite counter tops, in unit washer/dryer, & more. This condo can accommodate 6 people. Admire the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kaanapali, Hawaii

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Stunningly Renovated! Ocean View! Elua 2305

This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to Elua 2305. Your ultimate Maui vacation awaits at this fabulous listing! Don’t miss this incredible opportunity to enjoy the very best that Maui has to offer.Say Aloha to...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea, Hawaii

Maui Parkshore #203 Ocean View, Great Location, Across from Kamaole Beach

Maui Parkshore #203 is a 2 bedroom, 2 bath unit on the second floor with a pool and ocean view, washer and dryer, fully-equipped kitchen, flat-screen TV, DVD player, and free wifi. The master bedroom has a queen bed, ceiling fan, flat-screen TV, alarm clock, and full...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Whales and great reviews! Royal Kahana 2 Bd/2Ba ! Hotel zoned Safe to Book!

We welcome and need you to visit our beautiful island. We thank you for your support and welcome you! This property is hotel zoned which means that short term rentals will continue to be legal rentals at this property. The apartment zoned properties are proposed to be...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Book your Beach vacation, and stay at beautiful oceanview Kamaole Sands 2-206

Kamaole Sands 2-206 is set back from the road, making it quiet and private with a spacious open feel. It comfortably sleeps up to four guests. This spacious condo is 818 square feet, with beautiful tile plank flooring throughout. Unlike most owners at the Kamaole Sands,...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

ICC 20 Remodeled 2Bedroom Hawaiian Cottage w Pool AC

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 Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

*Lauloa 306* Maui Prime Oceanfront Condo, A/C!

This nicely remodeled 3rd-floor condo offers breathtaking views of Maalaea Bay, the grand volcano Haleakala, and the sparkling Kihei lights at night from the private lanai! The primary suite features a comfy king bed and ensuite bathroom with a walk-in shower and a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailuku, Hawaii

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,...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Kihei, Hawaii

Palms at Wailea Villa 806 Ocean View 2BD 2BA

- 2nd floor, walk-up unit- Renovated Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private 219 square feet deck- Master bedroom with 1 king bed- Guest bedroom with 1 queen bed- Queen sofa bed...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Wailea, Hawaii

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...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Wailea, Hawaii

Maui Sunset B120 Beachfront, Ground Floor, Ocean-View, Families! Amenities! Pool

- Updated ground-floor, oceanfront condo.- Breathtaking, unobstructed sunset views!- Manicured park grounds directly accessed from the unit's lanai.- Tropical landscaping and outdoor pool with an activity desk for booking tours.- 2 bedrooms with sleeping for up to 6...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Stunning BEACHFRONT Ground Floor Condo – Fully Renovated & Ready to Welcome You

Experience the ultimate in Tropical Beach Living at this beautifully renovated, ground-floor 1-bedroom, 1-bath condo at Kihei Sands. Complex located right on the beach, this chic retreat combines modern style with the laid-back charm of Maui. With a design that blends...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

3BR Oceanfront Napili Tower Penthouse July 19-26, 2025 and August 02-09, 2025

Fantastic Ocean Front 3BR + 3BA villa on the top floor of the new Napili tower. The Napili tower is the newest tower at the Maui Ocean Club. All rooms in the villa face the ocean and beach and provide spectacular views of the ocean, beach, Lanai and Molokai. The lanai...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Lahaina, Hawaii

Wailea Ekahi Village | 35C

Wailea Ekahi 35C is a stunning vacation rental located in the desirable Wailea community. This beautifully appointed one-bedroom, one-bathroom condo offers an ideal blend of comfort and luxury. Make use of the ground floor location to really live an indoor/outdoor...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Wailea, Hawaii

Maui Resort Rentals: Luana Garden Villas 10A – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!

This luxurious brand-new 3Bedroom/3Bath residence is conveniently set within Enclave Two of the Luana Garden Villas. Villa 10A's west-facing orientation offers an open view plane between the Hokulani and Konea Towers and its designation within our "Grounded" collection...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

LUXURIOUS OCEAN VIEW CORNER UNIT W/ ALL AMENITIES

You will love our condo that is located at The Whaler with one of the best locations on Kaanapali Beach. We are located right on the beach and a few steps away from Whalers Village. VRBO walking map is incorrect. I think it is about 30 steps from our building to the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

⭐️ NEW KITCHEN - Large lanai with best views of sunsets, pool & grounds ⭐️

Spectacular, nicely decorated, across the street from Kamaole Beach III in Kihei!Feast your eyes on this fabulous condo with a lanai to die for.Enjoy this spacious and tastefully furnished 818 sq. ft. condo with views of the pool, tropical gardens and sunsets. The unit...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout

Kihei Akahi C310 is a fantastic 1 bedroom, 1 bath condo. It has an ocean and Haleakala view from the lanai (balcony). It was completely renovated in 2022, with new furniture, new appliances - new everything! It has been modernized with Mitsubishi split A/C units in both...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Beautiful Ocean View! Newly renovated kitchen and 2 Air Conditioners

Our 2 bedroom condo is located on the 3rd floor at the Kihei Akahi and just steps away from one of the most beautiful beaches on Maui - Kamaole II Beach. Newly renovated kitchen. We installed not one but two split Air Conditioners! One split AC is located in the Living...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Kapalua Bay Villa 26G2 Gold Oceanfront 1 Bedroom

- Villa closest to Oneloa Beach- One level condo with 17 stairs between parking and front door- Travertine tile floors in living room, dining room, kitchen and bathroom and carpet in bedroom- Contemporary galley kitchen with granite counters and stainless steel...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Beautiful Ocean View Studio at Kihei Akahi

Welcome to Kihei Akahi! This is the perfect location for your Maui vacation. Step cross the street and enjoy Kamaole Beach 2, one of Maui's best swimming beaches. The condo has a fully equipped kitchen, making it ideal to enjoy dinners at home. The lanai is perfect for...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

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