Kihei Vacation Rentals – Oceanfront Condos & Resorts in South Maui
Kihei is one of Maui's most beloved beach towns, offering oceanfront vacation rentals, budget condos, and family-friendly resorts just steps from golden beaches, casual cafés, and scenic coastlines. Explore one of Hawaii's sunniest regions with year-round warm weather, calm waters, and walkable charm.
Browse Kihei Vacation Rentals by condo/hotel name:
Located in South Maui, Kihei vacation rentals span everything from cozy studios to large oceanfront condos with resort amenities. Whether you're looking for a beachfront escape, family basecamp, or a long-term stay with kitchen and laundry, Kihei offers some of the best value and versatility in Maui.
Why Stay in Kihei?
Kihei's coastal strip is dotted with parks, beaches, and low-rise condo resorts. With over 6 miles of shoreline, guests enjoy easy access to Kamaole Beach Parks I, II, and III-great for snorkeling, swimming, or sunset picnics. Most rentals are walkable to local shops, food trucks, grocery stores, and oceanfront restaurants. Kihei's central location puts you within 10 minutes of Wailea's luxury resorts and a short drive to Maalaea Harbor or Upcountry Maui.
Top Kihei Condo Resorts
- Sugar Beach Resort – beachfront condos with pool, spa & direct sand access
- Hale Kai O Kihei – oceanfront with stunning sunsets & central location
- Maui Vista – affordable condos near Charley Young Beach
- Maui Kamaole – upscale units in a lush garden setting near Wailea
- Menehune Shores – oceanfront with rooftop BBQs and Indian restaurant
- Kihei Kai Nani – budget-friendly walk-up condos near Kamaole II
- Maui Banyan – popular with families, across from Kamaole II Beach
Key Features of Kihei Vacation Rentals
- Studios, 1-, 2-, and 3-bedroom condos with kitchens & lanais
- Oceanfront options with beach access and poolside views
- Walkable to beaches, restaurants, cafes & groceries
- On-site amenities: pools, BBQ areas, tennis courts, laundry
- Great for couples, families, remote workers & long-term stays
Explore the Best of Kihei and Beyond
- Snorkel at Kamaole Beach or paddleboard from Kalama Park
- Visit the Kihei 4th Friday town party for food, crafts & music
- Catch a snorkeling tour to Molokini Crater from Maalaea Harbor
- Drive south to Wailea's resorts, spas, and golf courses
- Explore Upcountry farms, Haleakala summit, and lavender fields
Whether you're planning a romantic escape, family trip, or snowbird retreat, Kihei offers the sunshine, affordability, and island charm to make your Maui vacation unforgettable. Start exploring your perfect Kihei vacation rental today!
Ocean view home on beautiful Sugar/Kihei Beach - PERMIT #STKM 2015/0003
Over 150 glowing reviews and counting. This beachfront gem is the perfect retreat for families, couples, or groups seeking space, comfort, local feel (not touristy) and unbeatable central location.Property Highlights:Spacious 3-bedroom, 2.5-bath home with optional...
Beautiful Oceanview Condo with Spectacular Sunsets! - Recently Renovated
Located on five miles of sandy beach on Maui’s southwest shore, the lovely Sugar Beach Resort will capture your heart. Take a leisurely stroll down the sparkling white-sands of Maalaea Bay’s Sugar Beach, one of Maui’s favorite places to swim, snorkel, kite-board, and...
Enjoy garden views and ocean glimpses from your private lanai at #138
Location! Location! Location! Who needs a car?!? This central Wailea location makes it favorable as you can find tennis, golf, retailers at the Shops at Wailea, casual to fine dining restaurants, world's top beaches, and five-star hotels just moments away.Kick back and...
Ocean View, Double Lanai and a Quick Walk to the Beach
Condo Details: **This is a NON-Smoking Unit AND a non-smoking property. All forms of smoking or vaping is prohibited in the units, lanais as well as common areas including the parking lot. ****This is a PET free unit. **Our beautiful ocean view unit is situated in upper...
Wailea Elua Resort Gorgeous Remodel #1507
Wonderful ocean views and serene location with a privacy garden and spacious outdoor area for relaxing, using the grill and having dinner. Beautiful finishes and amenities throughout this restful space. Access to tennis courts, putting green, workout center, pools and...
BEACH LUX VILLA with AWESOME VIEW! CLICK on “About this Property” for a TOUR!
If you are looking for luxurious, yet affordable, accommodations in a premier location, you have found it. The Grand Champions Villas are located in the heart of Wailea on Maui's sunny south shore - where the weather is just a little bit better than anywhere else on the...
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...
Beautiful 2 Bedroom Oceanfront Condo Makena Surf F307 - Luxury Awaits!
Surround yourself in luxury while enjoying privacy and seclusion all while being close to world class dining and shopping. Enjoy unparalleled views and seamless indoor/outdoor living with a top notch beach steps away and some of the best snorkeling on island directly in...
Auntie Kali's Cottage: 2 BR Wailea Home with Pool & Tiki Bar
Experience the best in Maui Hawaii when you stay in this 2bedroom/2 bathroom private Hawaiian plantation style cottage located within minutes of the Luxury Resorts including The Four Seasons, Maui Wailea & The Grand Wailea Resort on Maui’s South Shore. When you open the...
5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View!
We are a 2-3 minute walk to beautiful Kamaole Beach III. Our building is located in quiet building 5 on the 2nd floor. Our unit is close to the elevator but far enough away to not hear it. Additionally, there is a beautiful ocean view from our lanai!The remodel of our...
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean SunsetsDiscounts for Extended Stays. Digital Nomads Welcome!Clean & Green Sleep Suite Beyond Luxury to Vibrance Thank you so much for considering A502 Maui Sunset for your Time, Energy and Money....
Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean End
THE TOP-RATED, 5-STAR LUXURY VACATION RENTAL CONDO AT MANA KAI WITH DIRECT OCEAN VIEWS ON KEAWAKAPU BEACH:This is the one! Mana Kai Unit 402 is a newly remodeled luxury condo with direct beach and ocean views available at the Mana Kai Maui Resort. This premier condo is...
Best Unit/Location w/ Ocean View! Fully Renovated End-Unit!
This is a completely renovated (2018) 2-Bedroom END-unit (one enclosed bedroom and one loft bedroom) in Building 2 of the Maui Vista Condominium complex with a beautiful ocean view! Since it's an end unit, there is an extra window in the living room, and the bedroom...
Very Best Deluxe Ocean View...Panoramic View....First Class!!
My wife and I are proud to offer the very best Deluxe Ocean View villa in all of Ho'olei for your vacation. Only the top row buildings (A-F) are classified by the Grand Wailea as Deluxe Ocean View. Our Unit is in the 'A' Building. Building 'A' sits the highest of all...
REMODELED-OCEAN VIEWS FROM EVERY WINDOW-GREAT BEACH ACCESS-AC-WELL EQUIPPED
Book with confidence, this stunning, 2 bedroom, 2 bathroom (1033 sq. ft) condo that has been completely remodeled with beautiful modern finishes. The condo has ocean views from every window and great beach access as it is right across the street from Kamaole Beach 1....
New "Beachy" 1BR, 2 Bth Kihei Condo w/Ocean/Mtn View-No Resort Fees!
It's cold and rainy outside...but not in Maui. We invite you to come and visit our condo and enjoy not only our 1 BR, 2 bath, full kitchen, LR, DR and no resort fees condo but also our private oasis. Palm trees are swaying, tropical breezes, island birds singing their...
NEW KITCHEN REMODEL! Amazing View!
Condo, 1 bedroom + other (See Description) 2 baths (Sleeps 4)Peace of mind is important for where you are staying. Our cleaning care professionals have been trained to properly follow all CDC, VRHP (Vacation Rental Housekeeping Professionals) and VRMA (Vacation Rental...
FULL OCEAN VIEW, 2nd Floor 2 BR/1 BA, BEST STAND-UP PADDLEBOARDING ON MAUI!
2037 S Kihei Rd, Kihei, HI 96753 US, LOCATED 50' FROM THE BEST SURFING COVE IN South MAUI WITH AN UNOBSTRUCTED OCEAN VIEW, our condo is on the second floor of a FRIENDLY 16 unit complex. From the living room and private lanai you will have VIEWS FROM MAKENA TO THE WEST...
Maui Dream Place at Maui Kamaole G-209, Direct Ocean View, 2 Story Modern Condo
Maui Dream Place is our vacation home rental property in Maui, Hawaii. This two story condo has plenty of space for your family, plus hotel-style amenities which include access to two swimming pools, hot tubs and tennis courts. In our opinion, our condo has the best...
Ocean, mountain, pool views. Best location at The Banyan. Across from Kam2 beach
**** LAST MINUTE BOOKING DISCOUNT- 20% discount from the typical room rate from Nov. 19 to Nov. 24. Request this discount by messaging the manager, Barb********The Maui Banyan is NOT impacted by the potential legislation regarding short term rentals on Maui.**** Our...
Oceanfront Haven - Kihei Surfside #411 - Fun and Relaxation!
Kihei Surfside #411 – Oceanfront Views, Split-Duct AC, and Comfort for Up to Four GuestsWelcome to Kihei Surfside #411, a bright and airy 1-bedroom, 1.5-bathroom oceanfront condo offering panoramic views of the Pacific Ocean and Maui’s southern shoreline. Located on the...
Villas By The Cove, Plantation House · Dreamy Indoor-Outdoor Living Opposite a Sandy Beach
Welcome to a Cutting Edge Maui Beach Home that blends its Original 1940's Plantation Style Charm with Refined Contemporary Design and custom finishes. Located just steps away from sandy beaches on the desirable oceanfront Ili'ili Road, this romantic property mixes art,...
Hale Kamaole 176 Ground floor condo, easy access to best beach on Maui!
This Modern, Maui Vacation Rental unit #176, has it all. The owner of this condo also owns unit 174, both of which have been completely remodeled from top to bottom recently. Occupancy of these units is limited to only 2 adults. Ocean & garden views from the well...
Amazing Ocean View, In Kihei, Top Floor, AC, Across St from beach
Aloha! We are the owners of a gorgeous, remodeled penthouse, 1 bd 1 ba (sleeps 3) condo with amazing ocean views inside and out. I to 2 minute walk from beach. It is decorated with a feel of the island throughout. New sound resistant glass balcony doors, windows and...
Stunning Sea to Summit View - Spectacular Remodel Just Completed
Wailea Ekahi Unit 41C is a beautiful vacation condominium in the prestigious area of Wailea, known as the ''sunny side'' of Maui.Full renovation completed in Dec 2023! Our spacious, contemporary condo has two master suites and is perfect for families of four or two...
Beachfront Condo B303 May 10-15 available at special rate of 750 per night
Relax and enjoy panoramic views and beachfront perfection. The 2 bedroom, 2 bath home is located in the B building and sits only steps from an extraordinary sandy beach offering the famous 'five island view' along with the accompanying year-round sunsets. A refreshing...
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Come relax and enjoy your stay at our spectacular ocean-view luxury villa, located directly across from the Grand Wailea Hotel & Spa on the beautiful island of Maui.Situated on the third row at Ho'olei, this beautiful two-story villa boasts dramatic Pacific Ocean views...
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
WE ARE A LICENSED MAUI COUNTY VACATION RENTALHAWAII TAX ID #W 24149416-01STRH PERMIT APPROVAL STKM20150004 TMK 390090050000LEGAL VACATION RENTALVERY RARE FIND BEACHFRONT/OCEANFRONT. Beautiful, Custom 6 bedrooms, 6 full bathrooms on Private Gated Road in the heart of...
One of highest # of five star reviews, 1 of largest units, best panoramic views
This home is positioned at the very front row on the Maui Kamaole knoll, has spectacular panoramic ocean/sunset views and is known to have one of the better views than the other units at this resort. Being one of the largest homes at Maui Kamaole with its unique...
Paradise Found! Top Floor, Beachfront, Oceanfront, Ocean View
Welcome to Paradise Found! Memories are made here!Come, relax, unwind, and enjoy the unforgettable breathtaking, panoramic ocean views from EVERY room in our beautiful top floor direct oceanfront, beachfront Kealia Resort Condominium nestled RIGHT ON Sugar Beach, just...
RARE 2 BEDROOM, SINGLE LEVEL-2 LANAIS-WELL EQUIPPED-METICULOUS CLEANING-AC
Book with confidence, this nicely updated 2 bedroom, 2 bathroom (1086 sq. ft) single level condo. 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 to our...
WBH D116 Aloha Wai2 – Serene Garden view by the Sea
Summary:Ground 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 (8.5" mattress) allowing the unit to sleep up to 4 people. Complete Full Kitchen, Cable TV, Air...
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Beautifully built and decorated luxury private cottage in a tropical garden with ultra-quiet split AC systems and ceiling fans in every room, whole house water filtration system, resort-style landscaping and lighting.Check out our VIDEO on YouTube MauiHome4Rent:...
Elua Village Beach Front Townhomes - 2 Bdrm Premier Unit, Ocean Views, Top Rated
Elua Village 2105 in the Coral Tree Residential Resort Complex. Owner Managed = better value and better service.Please see the video (https://youtube.com/watch?v=_mjte4in4k8).Read a few of our many guest reviews to get a feel of this very special owner-managed...
STUNNING REMODEL-LARGE LANAI-AC THROUGHOUT-WELL EQUIPPED-METICULOUS CLEANING
Book with confidence, this stunning 1 bedroom, 2 bathroom condo at Kamaole Sands that was just remodeled as of February 2018. Everything in the condo is brand new and finished with high end materials. This condo is managed by PMI Maui, a local Real Estate Brokerage that...
Beautiful Condo in Kihei Alii Kai, steps from Kam 1 beach
Welcome to our bright and beautiful condo, ideally situated near the front of the complex—just steps away from the beach! Thoughtfully upgraded with new furniture in Summer 2022, this is the only condo we own, and we’ve equipped it with all the comforts needed for you...
Full Ocean View, Pool & Spa - 2B2B A/C. Last chance for dates in May.
Full Renovation.Full Air-conditioning, split system, units located in living room and both bedrooms Enjoy your early morning coffee, or afternoon mai tai's and pupu's sitting out on the lanai while watching the humpback whales breaching in the distance, as well as the...
Beautiful, Renovated, Hale Kamaole 159
Hale Kamaole 159 is ready for your ideal Maui beach vacation! It is a recently renovated, exceptionally clean, 1 bedroom, 1 bath condo located in beautiful Hale Kamaole with pools and tennis courts, and you're right across from Kamaole Beach Park III, where you can...
Fabulous Beachfront Property - Ground Floor Corner Unit Steps to the Beach!
This is the condo you've been waiting for! Location, location, location! Just steps away from a spectacular five mile stretch of white sandy beach, oceanfront heated saltwater pool, jacuzzi, indoor sauna and the inviting BBQ grill area.Recently updated with beautiful...
Beautiful Wailea Ekolu Townhouse- Spectacular View- Your Perfect Maui Get-Away
Welcome to Happy Everything!10 Wailea Ekolu Complex!A premier, fully re-modeled, well appointed and comfortable 2-story townhouse situated on hole 10 of the famous Wailea Blue Golf Course at beautiful Wailea, Maui. Comfortably sleeps 6. Spectacular views of the Ocean...
Maui Kamaole J116: Ground floor one bedroom condo with many upgrades throug
Beautiful updated bedroom furniture and King bed in this Ground floor one-bedroom Condo. The kitchen opens up to the dining and living areas providing an open living space. The bedroom has a king bed and a flat-screen TV. The living room has a pull-out sofa bed. This...
Ground Floor Garden View Unit with Great Amenities (KADG15)
Hawaii Tax ID: TA-130-988-0320-01TMK: 390200010143Lovely Maui Condo! The living room in this condo features a very comfortable convertible sofa and therefore the unit can accommodate up to 5 guests. Located in the impeccably maintained grounds of Kihei Akahi, this...
Beautiful Condo with Ocean and Mountain Views
Hawaii Tax ID: TA-096-235-9296TMK: 390200010119This beautiful Kihei Akahi C611 condo, located on the top floor with ocean and mountain views, sits across the street from the gorgeous Kamaole Beach II. Kihei is located on the Southeast part of Maui, 20 minutes from the...
Luxury designer remodel, top floor, direct ocean view
Hawaii Tax ID: TA-109-440-8192-01TMK: 390080030030Hale Kai O'Kihei 310 is the epitome of luxury. No detail has been overlooked in this exquisite oceanfront condo. Enjoy every splendor you deserve in this modern and forward thinking getaway, all while overlooking...
Modern Top Floor Mountain and Partial Ocean View Condo
Hawaii Tax ID: TA-192-602-7264-01TMK: 390180030095Bedding Configuration: Downstairs bedroom: 1 Queen BedUpstairs loft: 2 TwinsFull size sofa sleeperOur non-smoking condo can accommodate up to six people. The downstairs bedroom offers a queen size bed. The living room...
Kamaole Sands 9-309: It's All About the Ocean Views from this 1 Br
This comfortable and clean condo has a king bed in the bedroom, queen sleeper sofa in the living room and 2 full baths. It will accommodate up to four people.The condo is fully equipped with everything you need – even including beach towels, chairs, umbrellas, and...
BRAND NEW REMODEL-OCEAN VIEW-GROUND FLOOR-LARGE LANAI-AC-MODERN FINISHES
Book with confidence, this brand new, completely remodeled 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands where even the lanai doors and windows have been replaced and no detail has been overlooked. This condo is managed by PMI Maui, a local Real Estate...
Sugar Beach Resort #120: Just Mere Steps to the Ocean from this 1 Br Condo
Adventurous Beachside Condo with Easy Beach AccessLiterally only a few steps to the beach where you can feel the sand between your toes before dipping them into the warm Pacific Ocean. This ground-floor condo is the perfect location for your beach-side Maui getaway.This...
Luxury Villa Steps from Wailea Beach with Resort Amenities & Stunning Upgrades
This property is hotel zoned, and not being affected by the recent proposed legislation.Wailea Beach, voted one of the top beaches in the world, is a short walk from Ho'olei Villas. This amazing beach offers numerous activities such as paddle boarding, snorkeling, sea...
Hawaii Décor W/Kitchen, Lanai, WiFi–Kamaole Sands
Kamaole Sands unit #6204: When guests enter this condo they will recognize the stylish hardwood floors that flow throughout the entire space. The open-concept layout and design were curated with style and comfort in mind so that guests will find plenty of spots to kick...