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!
Save 25% Instantly from 04/06/25-04/15/25! Grand Champions 61! 2B/2B, AC, Slps 8
Nestled in the prestigious Wailea Resort community, Grand Champions Villas 61 offers a prime retreat with breathtaking views of the Wailea Blue Golf Course. This ground-floor villa features two spacious bedrooms, each with its own ensuite bath. The guest bedroom is...
Kihei Bay Vista D-204: 1 Br Condo located across from Kalepoleopo Beach Park
One Bedroom one bath garden view condo. Fully equipped kitchen, perfect for enjoying meals in your condo and not having to eat out for every meal. The Kihei Bay Vista is located in central Kihei. It is across the street from Kalepolepo beach and the Pacific Whale...
Hale Hui Kai 302 Two bedroom Two bath with AC and Garden Views
Hale Hui Kai is an oceanfront property, this third floor garden view condo is just steps away from the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil atmosphere. This...
Fully Renovated Beachy & Modern*Prime Location
You simply cannot beat this location for its proximity to the beach! It's just a short few minute walk, directly across the street!Welcome to one of South Maui's most appealing vacation rentable complexes to take advantage of! The complex is close to the upscale resort...
PANORAMIC OCEANVIEW PENTHOUSE - ISLAND SURF - Heart of South Maui.
🌴 Panoramic Oceanview Penthouse in the Heart of Kihei, in South Maui, Hawaii. All the fun and convenience you'd find at the big resorts without the large price tag. Located in the Heart of Kihei, in South Maui, Hawaii.This unit boasts gorgeous panoramic oceanviews...
Ocean Views! Great Unit in Hale Kamaole! Discounts Offered! 2 bed + loft
Book your Spring getaway now! 7 Night discount special and ask about our BONUS DISCOUNT for 10 nights!Set in beautifully landscaped Hale Kamaole complex, Unit 255 features a private lanai with beautiful ocean views across from Kamaole III beach -- named one of the top...
Kalama Terrace P101 Renovated modern unit next to Beach
Book with us and come to Maui to explore everything we have to offer!This remodeled 1 bedroom air conditioned unit has just been renovated and is perfect for you to relax. Located near the "Triangle" famous for its restaurants, lively bars, gift shops; you'll be able to...
Exceptional Ground Level Retreat: Kihei Surfside #102 – Stunning Pacific Views!
Kihei Surfside #102 – Stylish Ground-Floor Ocean View Condo with Recent UpgradesDiscover the best of coastal living at Kihei Surfside #102, a beautifully updated ground-floor condo offering ocean views and easy beach access. This 1-bedroom, 1.5-bathroom unit sleeps up...
Hale Hui Kai 306 Two bedroom Two bath with Ocean View
This private condo is on the third floor of the south side of the building ...about 50 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and...
Sunny top floor condo, 10 minute walk from Wailea beaches
This spacious, quiet, bright second floor condo has high vaulted ceilings and a large living/dining area that creates a large, bright, and airy feel. Sunlight streams in through the sliding glass doors in the mornings, and you can leave the screens open to enjoy the...
Top floor, end unit, amazing ocean views, sleeps 8!nGreatly reduced price!
This condo is located in the Maui Hill Resort in South Kihei, HI. The resort has amazing grounds with a beautiful pool, whirlpool tub, putting green, bocci ball court, shuffleboard courts, tennis court. Gas BBQ grill located right outside the unit at the foot of the...
NEWLY REMODELED-GROUND FLOOR-LARGE LANAI-OCEAN VIEWS-AC-METICULOUS CLEANING
Book with confidence this newly remodeled 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. 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....
BEAUTIFUL OCEANFRONT CONDO
Relax and enjoy this beautifully decorated, spacious top floor apartment with stunning views on three sides. Floor to ceiling sheer curtains and giant slide-open screen doors lead to lanai with perfect ocean views. Open lounge and kitchen with wooden cabinets and...
Luxury Condo- Across The Street From The Beach! Free WIFI
Absolutely the best kept secret in Kihei. Kihei garden estates is only 18 minute drive from Kahului (ogg) airport. Come and enjoy the aloha from this beautiful completely renovated ground floor condo. Beautiful new floor tiles, granite counter tops, custom cabinets,...
Maui Sunset Vacation Rentals B509
5th floor ocean view, quite location! Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. New flooring throughout 2023Large private condominium apartment at the resort condominium complex on the beach in sunny...
Gorgeous Updated Oceanfront 3 bedroom @ Menehune Shoresn
Welcome to Menehune Shores 218. This beautifully updated coastal condo features 3 bedrooms, 2 bathrooms & a private lanai. The condo can accommodate up to 8 people & has AC in every room. Admire breathtaking oceanviews, sunsets, sailboats, kite surfing, & whale...
Beautiful Oceanview Condo! Maui Sunset A408
Enjoy ocean views and magnificent sunsets from your lanai! Bright, spacious and fully equipped condo in one of the premier South Maui Resorts with the most beautiful grounds. Many amenities onsite including large pool, hot tub, BBQs, tennis/pickle ball courts, excursion...
Hale Kamaole 325 newly renovated condo, easy access to best beaches on Maui!
This beautifully remodeled condominium is professionally designed and includes upgraded air conditioning in the living room (September 2019/split system), a large screen SmartTV (52"), GE Profile series appliances, quartz countertops, West Elm furniture and a fully...
Hale Kamaole 266 Second floor condo, easy access to best beach on Maui!
Beautiful Ocean & mountain views and just steps away from the family friendly Kamaole Beach III. This top floor condo with two bedrooms and loft, has recently been updated with new carpeting and new paint. Master bedroom has a new king bed, downstairs bedroom has two...
Deluxe OCEANVIEW and Gorgeous 2 Bedroom 2 Bathroom LOFT
Oceanfront Elegance: Spacious Maui Condo with Loft and Stunning ViewsPrepare to be captivated from the moment you step into this breathtaking fourth-floor condo, where panoramic ocean views welcome you from the beautiful lanai. This luxurious loft-style retreat features...
SUNSET VIEWS*FULLY REMODELED Beachy Decor!
Welcome to your dream Maui getaway! This inviting rental offers a perfect blend of comfort and style, featuring 1 bedroom and 1 bathroom to accommodate up to 4 guests. Relax in the spacious bedroom, adorned with a queen bed, or unfold the pullout sofa in the living area...
Picture Perfect Oceanfront Condo at Mana Kai Resort
Hawaii Tax ID: TA-078-732-6976-01TMK: 390040230067Beautifully remodeled two bedroom in the desirable South Kihei area! Enjoy breathtaking Oceanfront views right from your lanai, see whales and turtles as you dine and relax in your home away from...
Luxurious condo with 2nd floor ocean & whale watching view, wifi, cable TV, DVD
With a unique, luxurious remodel, you'll appreciate what has been described as the nicest unit in the complex. Don't settle for just anything when you can make that Maui vacation a truly lasting memory.The unit has king- and queen-size beds and a sleeper sofa, robes for...
Ocean view with lanai in Beachfront Sugar Beach Resort!
* Please note: The pool, hot tub and pool deck will be closed for maintenance in September, starting the 2nd Monday of September, from Sept 8 - 19, 2025 * As well, the living room pull out couch was replaced with a brand new couch January 2022.On the beautiful south...
Family Vacation with 8 pass Honda Mini van included. Ocean and mountain view,
This is an Ocean front property. This family condo is on the top floor with ocean and mountain views. indoors is 1350 soft with the lanai it's over 1400 sq ft. It features 3 bedrooms, 3 bathroom unit is a great vacation rental for larger families that have a hard time...
BY BEACH*Awesome, large condo w/ loft by AMENITIES
This serene loft unit is comfortable, spacious and modern. Upstairs on the loft bedroom (1 of 2 bedrooms) , you will find a large bedroom with an ensuite bathroom. Open up for sunlight and garden views. Downstairs you will find a cooling ceiling fan spinning from the...
Hale Kamaole 207 Second floor condo, easy access to best beach on Maui!
New everything, 2014 remodel. Travertine floor from entrance to Lanai, new carpet installed in bedroom. All new appliances. Bedroom has new King bed. Living room provides queen Hide a bed and comfortable siting chairs. Bath has tub/shower enclosure. Kitchen & bath just...
2 bdrm 2 Bath Condo with Partial Ocean Views, Steps away from Kamaole III Beach
Spacious 1,200 square foot (with lanai) 2 bedroom 2 full bath condo with high beam vaulted open ceilings (Open air concept, bedroom walls do not extend up to the vaulted ceiling) and panoramic windows, across from the golden sands of Kamaole III Beach. The condo kitchen...
Affordable 1 B/R Private Condo across from Kamaole II Beach (KKN252)
We have a welcoming second floor, corner, one bedroom 723 sq ft condominium, at the Kihei Kai Nani complex across the street from a beautiful beach, Kamaole II, in Kihei (200 meters to sand). The Condo faces the garden, which makes it private and quiet. Additionally, it...
Time Beach @ Grand Van Kleef
Our mission is to provide a tranquil and serene vacation spot where you and yours will truly relax.Aqua Bedroom: air-conditioner, dresser, queen bed, closet and bathroom adjoined. The decor is meant to entice you to sleep well and create magical memories – yes! ☺....
Hale Hui Kai 312 Panoramic oceanviews of Keawakapu Beach
This private oceanfront condo is on the third floor of the building ...about 20 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil...
Rare, Spacious Penthouse, Big Ocean and Mountain Views, Great Location, AC
Hotel Zoned Accommodations: Condominium - 3 Bedrooms - 2 Baths - (Sleeps 6)Professionally Cleaned Condo, No-Contact Check-In/Check OutNewly installed AC throughoutThis spacious 1145 sq. ft. two bedroom and a loft bedroom, two bathroom condo offers panoramic views of...
Maui Sunset A421 ~ Spectacular Sunsets from this 2 Bedroom, 2 Bath Condo!
One of the BEST OCEAN VIEWS @ Maui Sunset! Two bedroom, two bath ocean view fourth floor condo. Good walking, windsurfing, kitesurfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on...
Rare Find! Ocean and Beach Front Cottage!
Stunning views from this charming beach front cottage located in the heart of Kihei town! This 850 square foot one bedroom, two bath home fronts a sandy beach and offers gorgeous sunset views. Conveniently all one level, this home is ideal for families of four or...
Everything You Need For Your Home Away From Home
Hawaii Tax ID: TA-159-912-1408-01TMK: 390010440016***SPA CLOSURE - November 6, 2024 to TBA***This spacious ground floor Kihei Holiday 116 unit has everything you need for your home away from home. Enjoy the fully stocked kitchen and the washer and dryer. With many...
Maui Vista 1120: 1 Br Ground Garden View Condo near Kamaole Beach Park I
One-bedroom Garden view condo located on the ground floor. This unit accommodates up to four people with a queen bed in the bedroom and a pull-out sofa bed in the living room. The kitchen has been renovated with new cabinetry, countertops, fixtures and new white...
Stay in Kihei - Newly Updated - Three Minute Walk to Kamaole II Beach!
***New Updates and Upgrades - We just completed updating our condo! We've listened to our previous guests and took many of their suggestions and did a large update of our condo. Here are some of the updates:New kitchen with new cabinets, counters, appliances, lighting...
Hale Hui Kai 308 OCEAN VIEW Two bedroom Two bath
This private ocean view condo is on the third floor of the south side of the building ...about 40 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural...
Wailea Ekahi 17E | Resort Level Amenities!
The beauty of sand and sparkling waters and the warm Hawaiian sun is calling your name! Wailea Ekahi 17E is a one bedroom, two bathroom condo that sleeps two guests. Take in the ocean view, enjoy the 34 tropical landscaped acres at Wailea Ekahi Village, Keawakapu Beach,...
Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home
Book with us and come to Maui to explore everything we have to offer!Enjoy the ocean breeze in your luxury 1 bedroom condo home. Wander right out to the beach or stroll past the resort putting green. The air-conditioned unit is fully equipped and recently remodeled with...
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await
Hale Kai O Kihei 202Our 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...
OCEANFRONT*OCEANVIEW*Exceptional Upgrades 3 Bedroom
Nestled inside this stunning newly redesigned condo with its light and airy modern decor you will feel yourself relax immediately. Open the glass doors in the living room to let the tropical breezes in as you unwind or take a coffee outside on the lanai to enjoy the...
WAILEA JEWEL; NEAR BEACHES; SHOPS/5 STAR HOTELS; CONVENIENT!
ALOHA and welcome to our unit in Wailea Ekolu, A two bedroom, two bath condominium on the ground floor. Our condo is located in the beautiful, lush, and spacious Wailea Ekolu Village. Ekolu is located in the five-star resort area of WAILEA. Our condo sleeps up to 6 and...
Wailea Ekolu #702 Premium 2nd floor 2bd/2ba
Wailea Ekolu 702 is a Premium 2 bedroom, 2 bath top-floor condo ideal for family getaways. This unit was updated in late 2021 with Daikin Split Air-Conditioners in each bedroom and living room. The master suite has a luxurious King bed and the second bedroom has a Queen...
Oceanfront! Ground floor, Corner, Beachfront Unit #113!
Direct oceanfront! Ground floor, corner, beachfront unit - it does not get much better! Mesmerizing views of early morning paddlers on the ocean and lovely pink and orange sunsets in the evening.Remodelled and upgraded with granite countertops, new cabinets, and...
🌴Beachfront Ocean View Condo! Fabulous Pool! Manicured Lawn Close to Everything
Located on the third floor of Kauhale Makai this well-furnished and fully stocked 1 bed/1 bath condo is available to rent to couples or families with the provided sleeper sofa allowing for four adults to stay together comfortably. You are just a few feet away from a...
Kihei Beach Resort #107: Your Tropical Paradise
Kihei Beach #107 – Ground-Floor One-Bedroom Beachfront CondoWelcome to Kihei Beach #107, a beautifully remodeled one-bedroom, two-bathroom condo with convenient ground-floor access. Just steps away from Sugar Beach, Maui’s six-mile stretch of golden sand, this condo...
NKH 605 Remodeled Oceanfront Condo w Pool AC Ocean Views Year Round Sandy Beach
Nani Kai Hale 605 Remodeled BeachFront Condo with Breathtaking Ocean Views, Split AC, BeachFront BBQ and Loungers. Enjoy Front Row Whale Watching and Year Round Sandy Beach Walks FREE daily activities included with your stay value up to $554! Complimentary admission,...
Maui Banyan G410 - Remodeled, Partial Ocean View, AC, Across Kamaole Beach!
This newly remodeled unit is located in South Kihei, which is on the southwest side of Maui, an easy drive to nearly all of Maui’s landmarks and outdoor activities. Kamaole II Beach is right across the street from the Resort and offers excellent swimming, snorkeling,...
Special Rates! Akahi C609! Ocean View Escape | Top Floor 1 BR
Kihei Akahi C609, wake up to breathtaking ocean views, sipping coffee on your private lanai, and feeling the cool Hawaiian breeze. This charming one-bedroom condo is located across the street from Kam II Beach.Unwind in Paradise: Nestled on the top floor of the C...