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!
Updated ocean-view condo with 2 pools & hot tubs - walk to beach / dining
Maui Banyan H404Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The beach is calling to you from across the street at this updated ocean-view condo. For endless sun-soaked leisure,...
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...
Hale Kamaole #309 Spacious Ocean View Family Vacation Condo Near Kamaole Beaches
This outstanding condo, situated in the Kihei Hale Kamaole Resort, features ocean views from every room! Watch the whales from our lanai. The two bedroom plus loft, split level unit has over 1300 square feet of living area. Completely furnished in a casual, comfortable...
Aloha Hale-Tranquil Ground Floor w/AC Near Beach!
Welcome to our tranquil Maui condo just steps from the beach! We are centrally located in Kihei, only 20 minutes from the airport and minutes from the best beaches, shops, and restaurants that South Maui has to offer!If you decide to prepare your own meals, our...
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Under the Warm Maui Sun - Permit#BBKM\2016\0004 Due to cancellation last moment special forMon, Oct 31 - Thu, Nov 10, 2022 $350/nightRegular rates 2022: April 1 - December 27 2022$410/nite for 2 personsWinter rates 2023: January 3 - March 31 $490/nite for 2...
Oceanfront Vacation Rental in Kihei Maui
Looking forward to relaxing on the lanai, enjoying the most beautiful view - morning, noon and night? Want to enjoy incredible sunsets, watching the sky burst with a fiery glow of mesmerizing color? Would you like to open all the windows and hear the sound of the waves...
~ This Is Wailea Living ~
This is Wailea Living!Nestled in a private and secluded enclave between the Wailea Blue Course and the Wailea Tennis Club, the Wailea Grand Champions Villas are where travelers can golf, play tennis, be pampered at the Wailea Grand Spa, whale watch or turtle spot, or...
Front Row Eclectic Updated Oceanview S Kihei 1 bedroom 1 bathroom condonn
Welcome to Maui Vista 1312. This eclectic updated partial oceanview 1 bedroom condo is located in the heart of South Kihei. This condo can accommodate 4 people & has everything needed to feel at home. Cross the street & end up at Charley Young beach which connects to...
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...
BEAUTIFUL CONDO WITH AWESOME SUNSET VIEWS
Beautiful two bedroom two bath luxury condo. Kitchen with granite counter tops and all stainless steel appliances. Bathrooms with granite counter tops and beautifully tiled bath/showers. This condo is located in Maui Kamaole One of Kihei best first class resort...
Professionally designed and remodeled in 2021! 2 master bedrooms, spacious plan
2025: New appliances (French door refrigerator with filtered cold water and ice dispensers, ultra quiet dishwasher) and outdoor sofas.2024: (2) New sofabeds!2021: Professionally designed and newly remodeled! No expense has been spared to make this a comfort. All brand...
Receive a $100 Gift Card for Snorkel Gear or Wailea Dining Options!
*Absolutely Stunning Panoramic Ocean and Island Views*Yards Away from Local Favorite Shops and Dining*4 beaches within 1-2 miles (Wailea, Ulua, Mokapu, Keawakapu Beaches) Experience paradise at Wailea Ekolu 104, where breathtaking panoramic ocean views and spectacular...
Holy Kamaole! Beachfront Kihei!
** If this unit is already booked, check out our unit next door https://www.vrbo.com/9432451haLocation, Location, Location. Imagine fixing a meal while enjoying the sunset, or maybe watching the whales from our perfect beach front location on Kamaole One beach. This...
WBH D225 Aloha Ola – Ocean and Pool View
Summary:This family-friendly beachfront, second 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 allowing the unit to sleep up to 4 people. Just steps from the...
Maui Parkshore Condo with Kamaole Beach Views
Welcome to your comfortable 2-bedroom ocean view condo in South Kihei, the perfect Maui retreat for your dream vacation. The condo's location is just across the street from Kamaole Beach Park III, a popular family beach, making it easy to enjoy the sun, sand, and surf....
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...
Wailea Grand Champion Villas 3-Bedroom updated Home centrally located in Wailea
Aloha, our home is located in the center of Wailea on the first hole of the Wailea Blue Course and is perfect for families or couples. The 3 bedroom home was recently updated, has high ceilings, and large, sliding glass doors that look out over the golf course and...
South Kihei Top floor Ocean View & easy walk to the beach.
2 Bedroom, 2 Bath, Sleeps 4 (2 Queen Beds) This spectacular TOP floor unit features Split System air conditioning which allows for individual climate control in each room. The A/C accommodates year-round enjoyment of the fully equipped chef’s kitchen, completely...
PUN 202 Updated Oceanfront Condo at Punahoa Beach with Stunning Views
Punahoa 202 NEW LISTING! Refreshed OceanFront Condo with Spectacular Ocean Views for a Peaceful and Relaxing Hawaiian Vacation FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal),...
Tropical Oasis! Beaches, Shopping & Comfort Pacific Shores A212
Experience paradise at this beautifully updated 2-bedroom, 2-bathroom vacation rental at Pacific Shores in South Kihei. Overlooking a lush tropical courtyard, this serene retreat offers the perfect blend of comfort and Hawaiian charm. The fully equipped kitchen and...
Ultimate Oceanfront Luxury-Private penthouse in South Maui-Perfect for families
The Penthouse Maui, our luxurious 2,824-square-foot vacation rental, sits directly above the golden sand and shimmering surf of Kamaole Beach II in the heart of sunny Kihei, Hawaii. Whether you’re celebrating with family, vacationing with friends, or simply seeking a...
New Listing:Tall ceilings, ocean views, and more!
Ekolu 404 is a spacious 2-bedroom, 2-bathroom second-floor condo, perfect for up to 6 guests. It features three private lanais, air-conditioning, and a washer/dryer. The master bedroom and guestroom both have king beds, while the living area offers a queen sleeper sofa....
KR206-Beach Front /Ocean Views - South Maui Condo/AC in bedroom & living room
Unit 206 at Kealia offers a luxurious beachfront lifestyle, providing direct access to the beautiful Sugar Beach. This vacation rental condo is meticulously designed with a custom kitchen and bath featuring elegant granite countertops, modern appliances, and a walk-in...
WBH D225 Aloha Ola2 – Relax in Oceanfront Paradise
Summary:This family-friendly beachfront, second 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 allowing the unit to sleep up to 4 people. Just steps from the...
This Is Your Home away from Home! Well equipped condo and breathtaking Views!
Your vacation of a lifetime starts with sprawling ocean, beach and mountain views. The cool northwest exposure #407 allows for views of sublime sunsets, beach activity on Kamaole I and the whirling windmills of the West Maui mountains. The lanai patio is the perfect...
Most desirable Ocean View Location 5 min walk to beach
At Maui Kamaole enjoy Hawaiian resort living on 23 lush tropical acres featuring 2 large swimmings pools with waterfalls and hot tubs, tennis courts and bar b q’s. Unit J117 is bright, beautiful, air conditioned with a Lanai and Ocean view. The fully equipped modern...
Remodeled 1BR Kihei Condo: Ocean Views, Gourmet Kitchen, Steps to Kamaole Beach
Kihei Alii Kai 1BD/1BA Remodeled with Ocean Views - Book 5 Nights, Get the 6th night Free!Kihei Alii Kai 1BD/1BA Remodeled unit with Gorgeous Ocean Views and Maui Sunsets from the Spacious Lanai.Beautiful remodeled 1 bedroom, 1 bath fully furnished condo is ready for...
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
• Split A/C units• King bed• Remolded 2019• Close to swimming poolKamaole Sands unit 6-302 was fully remodeled in September 2019, this bright one bedroom, two full bathroom retreat awaits you. Enjoy views of the Pacific from your third story lanai, freshly...
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....
Perch - Kihei Garden Estates
Discover beachside bliss in Kihei! this enchanting home captivates with its blend of cozy ambiance and unbeatable location. Steps away, discover a plethora of restaurants, shopping, dining, and coffee spots, all within walking distance. This tranquil refuge offers a...
HEAVENLY OCEANFRONT CONDO!!! PH22 STEPS TO THE BEACH!!!
The perfect place for a romantic honeymoon, a restful getaway, or a fun-filled family vacation. Welcome to Penthouse 22. Our top floor, ocean front condo is just steps from the sand and surf. We are a consistently A+ rated unit and have just re-decorated with new...
Luxury Ocean View Condo, Recently Completely Updated!
Perfect Wailea Ekahi condominium, tastefully renovated! Ground floor center unit, #13B. Air conditioning in the living room and bedroom with state-of-the-art I-WAVE-M air filters installed in them to remove those airborne viruses. High-speed internet in the unit to help...
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,...
🏝️Summer Deals-Cute Studio across the Beach, pool, hot tub, wifi🏝️
This Studio has been recently renovated and furnished for your beach getaway. You have a view of the tennis court from the lanai, while enjoying your breakfast or morning coffee. The unit comes with air conditioner to keep you cool after a day at the beach. In the...
16B; Ocean View, Quiet Beachfront King Studio in Luxurious Wailea Ekahi Resort
Ocean View, King Bed, quiet Ground floor Studio condo, in the beautiful Wailea Ekahi Resort, near one of the 4 private pools and a short walk to the beach.Enhanced cleaning protocols and private ground floor entrance with Lanai opening onto the beautiful gardens and...
Beautiful Top Floor Oceanfront #611 with A/C!
Paradise found! Unit #611 occupies the prime location at the Royal Mauian. It is on the top floor and centrally located in the building. This incredible vantage point provides gorgeous panoramic views of the ocean, beaches, mountains, and neighboring islands. At this...
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Book with us and come to Maui to explore everything we have to offer!Brand NEW remodel and new vacation rental! Come stay with us!Escape to paradise in this beautifully remodeled 1-bedroom unit featuring a fully upgraded kitchen, extra large...
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...
View of Maui Mt, Partial Ocean View, A/C in All Rooms, 3 min Walk to Beach
Wall to wall, ceiling to floor windows in the living room and master suite open unto private lanais which offer panoramic views of West Maui Mt and peeks of the ocean.Every room is cooled with Split System AC's with remote controls. Master suite has a King bed (single...
Spacious two-bedroom split-level Kihei condo
Welcome to Maui Kamaole M210, a stunning 2-bedroom, 2-bathroom split-level condo that combines modern comfort with tropical island charm. Located in one of Maui's most sought-after complexes, this beautiful retreat offers everything you Welcome to Maui Kamaole M210, a...
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views
* * * * * IMPORTANT - A full remodel of unit G-102, (one level over, one level down) is scheduled for April 6, 2026 to November 20, 2026. There may be some noise at times during the house of 8 a.m. and 4 p.m. Monday through Friday. * * * *...
Maui's Best - Wailea Ekahi 47A
Aloha and mahalo for your interest in our spot in Paradise. Ekahi says it all. This one bedroom (with comfortable sleeper sofa), two-bath renovated unit is on the ground floor. This means the lanai is much larger than upper units. It also means that when you step off...
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311
Welcome to our home, Sugar Beach 311. This is a non-smoking, professionally cleaned, recently renovated and updated one bedroom condo. It is an immaculately maintained and spacious one bedroom, third floor corner unit, with front and side views of the ocean and beach...
Maui Condo Steps from the Beach--Mountain Views and Partial Ocean View
Lodging is an important part of the perfect Maui vacation. Being in a great location, not only on the island, but also on the property itself, is key. It should be updated, clean, well-equipped, and the beds have to be comfortable. Just steps from the sand, this condo...
Perfect South Maui Ocean View Condo
Just posted new lower summer rate for my wonderful Kihei Akahi, 1 bedroom / 1 bath, ocean view condo. It is clean and quiet with an ocean view from the lanai. Remodeled and professionally decorated in a Hawaiian style with artwork from local artists, you'll find...
Steps to the Beach, Calming Ocean Sounds & Views, Amazing Sunsets, Remodeled
Beachfront living at its finest. This recently remodeled condo offers it all! Incredible oceanfront views, quiet complex, breathtaking sunsets, whale watching during the season, steps to the beach, great restaurants, grocery store, coffee shops and convenience stores...
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
RARE NOVEMBER OPENING - THANKSGIVING AVAILABLEThe best location in Wailea! Quick 2-minute walk to Wailea beach, shops, restaurants & the stunningly scenic Wailea Beach Path. BOOKING CALENDAR/MINIMUM NIGHT STAY:Our calendar opens 1 year in advance. Please reach out if...
Oceanfront Condo & Pool, Beautiful views & Sunsets
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Hale Hui Kai 309! This beautiful condo is located within a beach-bungalow style oceanfront Complex, situated on the long span of golden sand that is Keawakapu Beach in Kihei. This 2 bedroom/2...
On Wailea Blue Golf Course ⛳️with Ocean View. 🌊
Hawaii GE & TA Tax ID # G/T 006-824-3456-01 Taxes on total amount is 17.42%. Not included in the vrbo quote. Required is a signed rental agreement between guest and owner.This rental agreement is in addition to the deposit. After you initial and sign the agreement, it...
SPACIOUS LUXURY - OWNER DIRECT - OCEAN peek-a-VIEW
Aloha! Welcome to our Maui paradise and your personal getaway to relax and regenerate. Whether this is your first trip to the Valley Isle or you’re a regular visitor, thank you for giving us the opportunity to host your special vacation. Bougainvillea-109 is one of...