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!
Hawaiian Serene Paradise Oasis at the Pool
Indulge in the serene ambiance of Maui Kamaole C-106, a sparkling clean condo conveniently located right next to the pool and just steps away from the stunning Kamaole III Beach. Featuring two tranquil garden patio lanais, including a completely private one, this ground...
DISCOUNTED JUNE SPECIAL Oceanfront Private Home
State of Hawaii Transient Accommodations Tax License #TA-053-364-5312-03County of Maui Short-Term Rental License #Hotel-ZonedThis home defines the best of Maui with lava step access to a sandy, swimming beach on one side and a lava rock beach on the other side.This...
JUST REMODELED Spacious & Exceptional Value! Tropical Garden & Ocean View!
We invite you to enjoy days of fun & discovery on Maui in our bright, spacious, attractively decorated, comfortable, fully-equipped condo. Easy tropical living for all.Enjoy exceptional value with affordable rates, ocean view in the distance, a larger floor plan &...
2 Private Homes for 1! Pool & Waterslide - Cove Hale
Extend your escape with our special offer: Book 5 nights and enjoy the 6th night free! Use promo code: 6THFREEBlackout dates: November 22–30, 2025 and December 20, 2025 – April 20, 2026Cannot be combined with other promotions or discounts. Located just 0.2 miles...
Hale Kai O Kihei Condo w/ Ocean View, Shared W/D-Waves Await
Hale Kai O Kihei 216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Steps to Sugar Beach!
Hosted by VacaMauiWe chose Kihei Holiday due to it's incredibly close location directly across the street from Sugar Beach.Stainless steel appliances, air conditioning, beach gear, and a flat screen TV are some of the amenities you will enjoy during your stay.This unit...
Owner Direct - Check our 160 Reviews! - Elua Village 701, Luxury 2BR, Ocean View
Aloha! We are Julie and Randy and welcome to our home! We want you to enjoy the fantastic ocean views and luxury of our 2-bedroom, 2-bathroom condo in Wailea Elua Village - a gated, 24-acre, oceanfront community on beautiful Ulua Beach in Maui.All open dates through the...
Maui Kamaole A-206 - Prime Location, Stunning Renovation, Large Lanai, Split AC!
Welcome to Maui Kamaole A-206, a stunning 2-bedroom condo nestled in the heart of South Kihei, Hawaii. This beautifully appointed retreat offers a perfect blend of comfort and style, making it an ideal getaway for families or couples seeking a slice of paradise.With a...
2/2 Oceanview Modern Resort Vistas
Summary:Spacious and elegant. Completely remodeled in March 2024, no expense was spared to create our gorgeous oceanfront oasis. This two-bedroom, two-bathroom condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei, all of Maui is...
Ma'alaea Surf Unit E3-1 BR Ground Floor Beachfront Condo, Wifi, AC, Pool, TV
Ma’alaea Surf, Unit E3 is a conveniently located, beautifully appointed, expansive ground floor apartment near the large pool with fabulous ocean and sunset views. This unit features AC, Wifi, TV, kitchen, 2 pools, free tennis and pickleball courts, convenient...
Sparkling 1 BR condo in central Kihei w/AC. Walk to the beach!
Located in the heart of central Kihei, Kihei Akahi C-517 is a dream. Freshly updated with custom cabinets, super quiet split AC and a king bed, this condo is your perfect home away from home. Your place comes equipped with a fully-stocked kitchen, in-unit washer and...
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...
LAST MINUTE AVAILABILITY IN APRIL $ 100/Night DISCOUNT! 2 BR Ma'alaea Surf B4
Located just steps from the shore on Sugar Beach in beautiful Ma'alaea Surf Resort, this newly remodelled two-bedroom, two bathroom ground floor condo is your perfect vacation hideaway. The unit was taken to studs and completely rebuilt in late 2022 and every element...
•GROUND FLOOR, LOVELY OCEAN VIEW, UPDATED•
Beautiful, GROUND FLOOR OCEAN VIEW. Fresh, clean and inviting. Guests are treated to beautiful ocean view,full kitchen amenities, bedding, washer & dryer, and everything else in between, No expense was spared during the remodel. Lots of space indoors and out....
Exceptional 1 -bedroom condo unit 2323 in the heart of Kihei
This recently remodeled, bright one bedroom condo is appointed with wood flooring in the living room, bedroom and kitchen with tile in the bathroom and hallway, keeping the space airy and cool. LG-HIMacs counter tops in living room and bathroom provide a clean and...
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...
SPECTACULAR VIEW LE PENTHOUSE 513B Luxury KING Bed OCEAN FRONT UPSCALE REMODEL
'LE PENTHOUSE' - BREATHTAKING VIEW- WHY STAY IN A CONDO...WHEN YOU CAN STAY IN LE PENTHOUSE! READ OUR REVIEWS, STAY IN UPSCALE WAILEA STYLE SURROUNDINGS! TRAVEL IN STYLE - EXPERIENCE OUR LUXURY PENTHOUSE OASIS! THIS 1 BED, 2 BATH HAS BEEN EXQUISITELY RENOVATED. ONE OF...
There is NO PLACE like Wailea especially in a two-storey townhouse! Enjoy!
WELCOME TO OUR HAWAIIAN RETREAT in Wailea!We purchased our second property in Wailea - November 2019. Enjoy your getaway at our new home-away from home! We spent the 2019 holiday season buying new furniture for EVERY room, decorating, cleaning and repairing this...
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...
Make Maui Your Home for Months!n1 bedroom 1 bath cottage 1/2 mile walk the beach
Private Cottage 1/2 mile walk to the beach!We are a Tahitian Style Pole House, set as the first house on a cul-du-sac about 15 walking minutes for Kamaole Beach Parks 2 and 3 and beautiful Kiawakapu Beach. We offer you your own Maui home for months at a time.This 1...
Oceanfront Bliss at Hale Kamaole 215 - Your Perfect Maui Retreat Awaits!
HALE KAMAOLE, #215Escape to paradise at Hale Kamaole #215, a well-appointed 1-bedroom, 1-bathroom condo located directly across from Kamaole Beach Park III in sunny South Kihei. This second-floor unit offers garden and partial ocean views, updated interiors, and a...
Luxury Contemporary Remodeled Beachfront Condo. Hotel zoned -not Minatoya list!
This condo is legally zoned as a hotel, not a residence or apartment (not on the Minatoya list). Given all the confusion and controversy surrounding the Maui fires, this condo is not earmarked to become a long term rental. It is a vacation rental, so please come and...
Maui Wailea Escape 2 Bedroom, 2.5 Bath Condo #23A - View, Pools, Walk to Beach
Sun, fun and the Hawaiian Island lifestyle is waiting for you! Our townhouse is located in the beautiful beach front property of Ekahi Village. Explore the winding pathways through Ekahi's lush gardens spanning over 34 acres. Take a stroll down the hillside and you'll...
Gorgeous Beachfront Condo in Wailea with Private Lanai
*Please note Ekahi Village is a non-smoking community. Smoking is not permitted anywhere on property including patio/lanai, and all communal outdoor areas. Located in beautiful Wailea, the complex is just steps from Keawakapu Beach and walking distance to great...
Kihei Paradise! 1bed/2baths, 5 mins to beach
*** Note: this property is currently a very successful STR. Starting from April, the management will be changed. This is the reason you don't see any review yet. It's Guest's favorite choice.***Charming 1BR home in South Kihei, across Kamaole Beach Park II. King bed,...
Maui's BEST- DIRECT Oceanfront!! Longest Sandy Beach on Maui!!
Welcome to Sugar Beach #228. I invite you to enjoy one of the world's finest beaches - Sugar Beach, with its 5 miles of golden soft sand, warm water and beautiful sunsets. This direct oceanfront condominium has been completely updated with all of the high end finishes...
Wailea Beach Villas | PH307
In Wailea Beach Villas PH307 you can immerse yourself in luxe tropical comforts blended with blue ocean views. This delightful Maui ocean view vacation residence will cultivate long lasting memories and leave you feeling rejuvenated upon departure. Centrally located on...
Just Across The Street From The Ocean And Beach. 2 Bed 2 Bath Great Location
This condo has 2 bedrooms 2 Full Bath with a open floor plan in the Living room, Dinning room and Kitchen. You are looking at a lovely and functionally designed 2bd/2ba condominium situated on the third floor of a building. An elevator is provided.The SpaceAre you sick...
Serenity in South Kihei – Maui Kamaole I215, Your Ideal Island Escape!
Maui Kamaole #I-215Welcome to Maui Kamaole #I-215, a fully remodeled 2-bedroom, 2-bathroom condo nestled in the quiet, tropical hillside of South Kihei. This stylish and spacious upper-level retreat is perfect for couples, families, or friends seeking comfort, privacy,...
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...
PACSA304 Newly Updated 2BD Condo w AC Near Kamaole Beach
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
Updated oceanfront gem @ Sugar Beach Resort, Central AC, NO Booking fees!n
Welcome to Sugar Beach 518. This updated oceanfront 1 bedroom, 1 bathroom condo can accommodate 4 people. Enjoy ocean views throughout this unit and from your private lanai. Feel right at home with everything from central AC to in unit washer/dryer, and essentials....
Modern Spacious Beachfront Luxury in Wailea. Family Friendly!
A modern 2 bedroom, 2 bath condo with extra bunk beds and an amazing ocean view!South Maui is one of the most beautiful destinations in all of Maui and Wailea Ekahi Village is a perfectly situated, beachside resort we call home. Guests return to Ekahi year after year to...
#605 Top Floor Unobstructed Ocean View/Sunsets, New quiet A.C.
Island Surf #605 Condo Description:JUNE UPDATE: New central AC was just installed ! Incredibly quiet !! Individual room climate control. Aloha! We are excited to share our condo with you for your beautiful trip to Maui and we would like to make your vacation as...
Partial Ocean View King Condo at Maui Vista Kihei
Aloha! Enjoy our newly refurbished 600sqft condo located at the heart of Kihei with only 3min walk to the beachFeatures:• New king bed with 14inch hotel style mattress • Queen sofa sleeper• Two smart TVs• 1 window AC, 1 new portable AC• In-unit wash & dryer•...
2 Bedroom/2 Bath Luxury Oceanfront Resort Vistas
Summary:Fully remodeled and professionally decorated in April 2023 with all new furnishings. This elegant 2-bedroom, 2-bath condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei at Menehune Shores resort, all of Maui is within reach....
Modern Luxury Remodel - Maui Kamaole J114
Boasting ocean and West Maui Mountain views from the lanai, a modern chef’s kitchen, a resort-style en-suite bathroom with a Calcutta Laza Quartz double vanity, and a King size bed featuring a Sealy Tempurpedic cooling memory foam mattress, this is the luxury rental...
Wailea Beach Villas | PH512
Penthouse 512 at Wailea Beach Villas offers an unparalleled top-floor experience with expansive ocean and island views, ideal for a Hawaiian dream vacation. This 2,300-square-foot home features a wrap-around lanai, providing one of the most breathtaking views in the...
Ocean, Greenbelt and Haleakala view Ekahi 33E
Ekahi 33E offers a rare setting with views of the ocean, Ekahi's greenbelt and Haleakala. In Ekahi's lower village it's a short walk to the main pool and Keawakapu Beach. Renovation completed Jan 2020 & new to the rental market, 33E is exceptionally well furnished,...
Oceanfront condo at the Royal Mauian.
You'll enjoy making memories in this well maintained, beautiful, family owned condo, Unit 515. The view is fabulous and the location is perfect. Simply walk downstairs and lounge on the grass next to the pool, or walk right next door to Kamaole I Beach. Beach towels,...
KBR #608 - 1 Bedroom / 1 Bath - Awesome Ocean Front View Unit on Sugar Beach!
Entering this totally remodeled 1 bedroom/1 bath beachfront condo you are immediately confronted with stunning, unobstructed ocean views. The upgraded kitchen and bathroom are beautiful with marble tiling, granite counters, and lovely cabinets. The bedroom has a...
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...
Kamaole Sands 5307 condo with ocean view. Updated in November 2024. Split AC.
Welcome to our one-bedroom condo in Kamaole Sands located in desirable Building 5, unit 307. As new owners we strive to provide an excellent service and environment for our guests, so did multiple upgrades for our condo:July 2023:-New Split AC system in both living room...
Kihei Akahi Garden View Studio
Located steps away from gorgeous Kamaole I, II, and III beaches, wonderful restaurants, shopping and nightlife. Perfect location convenient to everything. Unit is quiet, cool, and private on the ground floor.
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...
Designer - Best View!Ground Flr 2 Bdm/2Bth 39c! Remaining Spring Summer$400
Wailea Ekahi Unit 39C is a beautiful vacation condominium in the prestigious Wailea resort area regarded as the 'sunny side' of Maui. We have just finished a complete remodel for this unit. Everything is new and updated. The Ekahi complex has just completed the...
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 May 30 to June 11 and a 10% discount from July12 to Aug. 7. Request this discount by messaging the manager, Barb********The Maui Banyan is NOT impacted by the potential legislation regarding...
Sunsets from the lanai of 203 embrace you, AC keeps you cool in this 2/2 unit
If you come to Maui for the warm breezes that seem to kiss your skin, then this unit -#203 - is just waiting for you. The trade winds that love our area keep you cool and comfy. Not that you need it that much but there is AIR CONDITIONING - and it sure is nice to have...
Stunning BEACHFRONT Luxury Makena Escape; Freshly Fully Remodeled 2023
No other condo on Maui can beat this beachfront location and upscale modernity mixed with Hawaiian beachfront chic. Full remodel finished in December 2023.Located in the oceanfront B Building, the entire unit faces outwards over the Pacific Ocean through a fifteen foot...
Remodeled Oceanfront I Royal Mauian 509
Welcome to your perfect Maui getaway at Royal Mauian Unit 509! This beautifully designed, fully remodeled 1-bedroom, 1-bathroom oceanfront condo is located in the vibrant Kihei area, just steps from the stunning beaches and local attractions. Ideal for couples or solo...