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!
OCEANFRONT CONDO MAUI SUNSET#215-A, SLEEPS 4
MAUI SUNSET IS A FABULOUS OCEAN FRONT PROPERTY. Has a community swimming pool, heated during winter months, hot tub, gym, tennis courts, putting green, barbecue grills.Just STEPS TO THE BEACH allows for WINDSURF, WHALE WATCHING in season, and be on the look out for...
Oceanfront Sugar Beach Resort Penthouse 34. Amazing Ocean Views! Remodeled!
Welcome to Sugar Beach Resort Penthouse 34, one of the best ocean view condos in Maui. The top floor lanai is very private and looks out on endless ocean and 5 miles of white sandy beach - perfect for peaceful morning or evening walks. Watch the whales during whale...
Wailea Luxury Beachfront Resort #904
The Palms in Wailea will allow you to 'live like the locals'. #904 is in one of the quietest corners of the community with garden, mountain and ocean views. The Palms community is an easy walk to the beach, shops, golf course and tennis courts. Walk along the ocean to...
Luxury Beachfront Remodel ★ 180° Views ★ Epic Sunsets at Luana Kai D203
Luana Kai D203 by KNOWLES MAUILuana Kai D203 is a sophisticated 2 bedroom, 2 bath resort condo that sleeps up to four guests in a prime oceanfront location. Enjoy 1,150 square feet of luxury living space. Take in the spectacular panoramic ocean and outer island vistas...
Hale Kamaole 218 Second floor condo, easy access to best beach on Maui!
Good Ocean View and mountain View. Very updated condo with extra spacious kitchen cabinets. New walk-in shower with remodeled bathroom cabinets. King bed in bedroom and queen hide-a-bed in living room. Rattan bedroom furniture. Comfy furniture in living room. Full...
BEAUTIFUL OCEAN & GARDEN VIEWS-REMODELED-AC THROUGHOUT-METICULOUS CLEANING
Book with confidence, this beautifully appointed Kamaole Sands, 1 bedroom, 2 bathroom (820 sq. ft) condo that has been remodeled. 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...
Wailea 1 BR Condo, amazing lanai, close to everything, good pricing
Update: The Maui county council has approved the ban on short term rentals in areas like ours, but with an effective date of 12/31/2030. Hopefully this provides some clarity if you have been following this process and were concerned about booking in the next couple of...
1BR, 2BA! Enjoy fairway, & partial ocean views from your private lanai!
Renovated 1 Bedroom 2 Bathroom! Kick back and relax on your own private lanai and take in wonderful garden, fairway, and partial ocean views. Feel the wonderful trade winds and take in the aroma of the beautiful Plumeria trees and Hawaiian foliage. This spacious...
Quiet, Private Paradise M208 steps to the tropical pool and tennis court
Be our guests at Beautiful Maui Kamaole, located at the border of Wailea across from KamaloeBeach III. Our Condo is located in the newest part of the Maui Kamaole Resort, steps to the tennis courts and the tropical lava pool and a sand bottom jacuzzi. Spacious and up to...
160KReno-Stunning Palms in Wailea Condo-Beach/Golf
Brand New 160K Renovation+Redecoration for a Hawaiian Beach Vibe.Wailea is one of the most sought after resort addresses on Maui.Here you can relax in the luxury of the beautiful grounds+refreshing swimming pool+spa.World Class Golf+Shopping.Ground floor condo with...
THE BEST KEPT Secret ON MAUI!!! Little PEACE OF Paradise
OUR LITTLE PIECE OF PARADISE-NO ELEVATORS OR SHARED SPACE SO VERY SAFEThis beautiful one bedroom, one bath condo is like home away from home. The warm tropical décor immediately puts you in the 'Maui Mood'. It is located in the heart of Kihei, away from traffic noise,...
GROUND FLOOR-KAMAOLE SANDS-LARGE LANAI-NICELY UPDATED-AC-METICULOUS CLEANING
Book with confidence, this nicely updated 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 Ocean Views From Maui Kamaole I-118
This light and bright ground floor unit has beautiful ocean views. The recently updated decor has a mid-century modern vibe with vintage Hawaiian accents. One of the larger units, this condo has over 1000 square feet of living space, large master bedroom with a new king...
REMODELED-BUILDING #3-OCEAN VIEWS-WELL EQUIPPED-AC-METICULOUS CLEANING
Book with confidence, this stunning, 1 bedroom, 2 bathroom (820 sq. ft) condo that has been completely remodeled. 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...
STUNNING REMODEL-OCEAN VIEWS-ALL NEW MODERN FINISHES-AC-METICULOUS CLEANING
Book with confidence, this stunning over sized, 2 bedroom, 2 bathroom (1260 sq. ft) condo that has been completely remodeled from top to bottom. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within...
FULLY REMODELED-GROUND FLOOR CONVENIENCE-OCEAN VIEW-AC-METICULOUS CLEANING
Book with confidence, this stunning, 1 bedroom, 2 bathroom (820 sq. ft) condo at Kamaole Sands has been fully remodeled. 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...
Sugar Beach Resort 301: 3rd Floor Ocean View Condo in North Kihei, sleeps 4
A special corner condo with Ocean Views. This condo is located at the end of the building, so it has an extra window in the living area, allowing more natural light to flood in. This bright and open condo is the perfect space to relax. This one-bedroom condo has many...
Maui Hill 116 - Stunning Renovation - Split AC - 3bd/3ba - Expansive Ocean Views
This stunning split-level 3/3 Maui Hill 116 features dramatic ocean views from both levels, and every comfort and convenience. The first Maui Hill unit to have a Mitsubishi 4 zone split AC system. No more hot afternoons and evenings with the under-powered window units!...
REMODELED-RARE 3 BEDROOM-OCEAN VIEWS-AC-SLEEPS 8-METICULOUS CLEANING
Book with confidence, this nicely remodeled, 3 bedroom, 3 bathroom (1450 sq. ft) condo that is newly remodeled. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We manage many condos at Kamaole Sands, are located...
Kihei Akahi C-519: Beautifully Renovated 2bd/2ba Garden View Condo
This two-bedroom, two-bath Maui vacation rental is located in the heart of Kihei and has access to many of the shops and restaurants local people love. The rattan furniture in the living room is cozy and inviting. The living room in this condo is wide open and sunlit,...
NEWLY REMODELED-LARGE PRIVATE LANAI-GARDEN VIEWS-AC-METICULOUS CLEANING
Book with confidence, this newly remodeled 2 bedroom, 2 bathroom (1200 sq. ft) condo located at Maui Kamaole. 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...
Open Suite w/Bath Upgrades – Kamaole Sands 6306
This third floor 818sf villa offers expansive views of our beautiful gardens and partial ocean views. Start the day with Maui coffee on the lanai and end it with dinner prepped at home. Enjoy air conditioning, WiFi, flat screens, DVD, ceiling fans and washer/dryer....
Luxurious Villa with High-End Finishes AC and a Large Private Lanai
Some of the features include: Travertine Tile, Granite, Marble, Top of the line Stainless Steel Appliances, Mahogany Cabinets, Luxury, Quality Furniture, Plush Carpeting, Air Conditioners in all rooms, and Mirrors throughout. This is truly a perfect getaway!This...
Top-floor Maui condo with mountain, ocean, and golf course views. Sleeps six!
This golf front property with its premier location offers peace and serenity to create the perfect Hawaiiana. The spacious lanai provides extra room for relaxing and taking in the splendor of the sun setting over the Pacific.Incredibly comfortable!! Relax on your own...
COMPLETELY REMODELED-AC THROUGHOUT-GROUND FLOOR-METICULOUS CLEANING
Book with confidence, this stunning, 2 bedroom, 2 bathroom (1200 sq. ft) condo that has been completely remodeled. 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...
Pacific Shores A-209 | Short Walk to Pool + Beach!
The scenery cannot be beaten at Pacific Shores A-209! This beautiful second-floor condo features two spacious bedrooms, two bathrooms and sleeps six. Enjoy the beautiful view of the lush garden from the amazing balcony, WiFi, washer and dryer, community pool and hot tub...
Experience Oceanfront Grandeur: Royal Mauian #418 - Spectacular Views Await!
Royal Mauian #418 – Spacious Oceanfront Three-Bedroom RetreatRoyal Mauian #418 is a rare three-bedroom, two-bathroom condo designed for families or groups seeking both space and stunning views. With its prime oceanfront location, expansive lanai, and tasteful upgrades...
Ma'alaea Surf, Unit D5-1BR Ground Floor Beachfront Condo, AC, Wifi, Pool, TV
In the heart of paradise, Unit D5 at Ma’alaea Surf Resort awaits with its newly refurbished charm. Nestled just 5 steps away from the soft embrace of the white sandy beach, this ground floor haven of comfort and a touch of Hawaiian country style living, D5 envelops us...
OCEANFRONT RESORT- 2x2 Spring Pricing! Kihei Sands Beachfront Condo B14
WINTER IS COMING - BUT NOT TO MAUI! Even the Whales come here in the winter! Join us for WHALE SEASON November THROUGH March!Aloha & welcome to Condo B14! Our fully equipped KITCHEN has everything you need to feel right at home, including spices & oils. Bring your...
BEACHFRONT RESORT on INCREDIBLE Sugar Beach! Kihei Sands Condos - A13
Dreaming of a warm Winter Getaway with breathtaking ocean views? Now's your chance. Our NEW LOWERED RATES make it easier to unwind, recharge, and witness whales! Our lovely Condo A13 is sunny south Kihei Maui was completely remodeled in May 2022. The new Mitsubishi A/C...
Captivating Ocean View Retreat: Spacious Beauty at Wailea Elua #902
Wailea Elua #902 – Newly Remodeled Ocean View Escape with Upscale Island StyleWelcome to Wailea Elua #902, a beautifully updated second-floor, 2-bedroom, 2-bathroom condo that offers comfort, luxury, and peaceful ocean views in one of Wailea’s most sought-after...
OCEANFRONT PROP - STEPS FROM THE OCEAN! Kihei Sands Beachfront Condos - A10
Forget snowflakes - Maui's whale season offers a show like no other! Watch humpbacks breach & splash from your lanai, then relax in the warmth of the island with our NEW SEASONAL RATES that make this winter your best yet!You'll love staying in our one-bedroom Condo A10...
OCEANFRONT PROPERTY - MARCH OPENINGS! WHALES! Kihei Sands Beachfront Condo-A7
ALOHA! Are you ready to spend some time barefoot at the beach? Let us welcome you to Condo A7! All you'll need is a carry-on full of swimsuits & the slippahs on your feet when you arrive at Kihei Sands Beachfront Condos in sunny South Maui. See what it's like to have...
A Rare Find: Legal Beachfront Vacation Home on Maui’s Sunny South Shore
Everything you've dreamt for your Maui Vacation is here. BUT MORE IMPORTANTLY, THIS IS A LEGAL VACATION RENTAL PROPERTY. There are very few homes that can be legally rented for short-term vacations and those that cannot be are being shut down. Keep this in mind when...
Ma'alaea Surf Unit B2-1 BR Ground Floor Beachfront Condo, AC, Wifi, Pool, TV
Ma'alaea Surf, Unit B2, is a stunning, conveniently located ground floor unit, just steps away from the pool and ocean. This luxurious unit features a fully furnished kitchen, large master suite with king size bed and a queen size sofa bed in the living room. Enjoy the...
OCEANFRONT RESORT- $169/nt til Apr 18! Kihei Sands Beachfront Condos-A3
Escape the chill and trade it for warm Maui sunshine, Ocean views, and the chance to spot MAJESTIC WHALES right from our property! Your perfect Winter getaway starts here - and it's more affordable than ever with our NEW DROPPPED rates!!! We are ON THE WATER! You won't...
Maui Kamaole H-101 | Oceanfront + Ground-Floor
You’ll enjoy the best of Maui when you stay at Maui Kamaole H-101, a garden-level condo within a low-rise complex. There’s no better way to experience the natural beauty of the island than to stay in a home that opens directly onto beautifully landscaped gardens. There...
Ma'alaea Surf, Unit G10, 2BR Beachfront Condo, AC, Wi-Fi, Pool, TV, Kitchen
Ma'alaea Surf, Unit G10 is a two-story townhouse unit with vaulted ceilings. This unit has a large lanai, stunning ocean views and overlooks the large pool and shuffleboard court. This elegant unit features a gorgeous fully furnished kitchen and is equipped with central...
Wailea Elua 2003 - Ground Level Gem -Oceanfront Property W/ Tropical Grounds
Wailea Elua #2003 – Elegant Ocean View Living with Ground Floor ConvenienceDiscover serene oceanview living at Wailea Elua #2003, a beautifully remodeled 1-bedroom, 2-bathroom condo with convenient ground-floor access. This upgraded unit offers comfort, privacy, and...
Amazing Remodeled Oceanfront Escape – Makena Surf F-202 with Spectacular Views!
Makena Surf F-202Discover the serenity of oceanfront living at Makena Surf F-202. This beautifully appointed second-floor condo offers panoramic views of the Pacific, refined interiors, and direct access to one of South Maui’s most exclusive beachfront resorts. Perfect...
Kihei Beach #102 - Stunning Beach Front 2 Bdrm Condo
Kihei Beach #102 – Ground-Floor Two-Bedroom Beachfront CondoWelcome to Kihei Beach #102, a fully remodeled two-bedroom, two-bathroom condo with the convenience of ground-floor entry. Located just steps from Maui’s famous Sugar Beach, this condo offers a perfect blend of...
Spectacular Views and Prime Location! Oceanfront at Great Rates! Polo Beach 502
Start your day with a stroll along the world-famous beachfront path, which ends right in front of this property. You can enjoy the peaceful, uncrowded beach right out front, or sit poolside at the newly remodeled pool and jacuzzi! After soaking up the sun all day, plan...
Ma'alaea Surf, Unit A1-2BR Ground Floor Beachfront Condo, AC, Wi-Fi, Kitchen
Maalaea Surf, Unit A1 is a conveniently located ground floor unit, direct beachfront, just steps away from the beach. This unit features an updated kitchen with a microwave convection oven, dishwasher and large refrigerator. The unit has central AC, Wi-Fi, TV,...
Luxurious Ground Level Haven - Stunning Inside & Out - Makena Surf Resort C102
Makena Surf C102Experience unparalleled oceanfront living in Makena Surf C102, a luxurious ground-floor condo with spectacular views of Po'olenalena Beach. This 1,835-square-foot, two-bedroom, two-bathroom retreat is thoughtfully designed to provide the ultimate Maui...
OCEANFRONT RESORT - 5* LUXURY $349 to 5/15! Kihei Sands Beachfront Condos-B11
This HIGH-END five-star luxury condo's impeccable remodel was made with your comfort in mind. Kihei Sands' ONLY true 2-bedroom unit has a full upper floor - NO LOFT - PRIVATE BEDROOMS - PERFECT for two vacationing couples! Now's the time to book your holiday vacation &...
OCEANFRONT- THE WHALES ARE HERE! Kihei Sands Beachfront Condos - A9
Maui's Magical whale season is officially underway! Enjoy front-row seat seats from your own lanai as humpbacks breach and play just offshore. With our special seasonal pricing, you can witness nature's most incredible show while relaxing in tropical paradise!Are you...
BEAUTIFULLY REMODELED-GROUND FLOOR CONVENIENCE-AC-WELL EQUIPPED
Book with confidence, this newly updated 1 bedroom, 2 bathroom condo located at Maui Kamaole. 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. This condo...
Ma'alaea Surf, Unit A2-1Br Ground Floor Beachfront Condo, AC, Wifi, Kitchen
Ma'alaea Surf, Unit A2 is a conveniently located ground floor condo, with central AC just steps from the beach. This luxurious unit features a fully furnished kitchen, living and dining room and dining table. The master bedroom has a king-sized bed. The large living...
OCEANFRONT - BOOK NOW! Kihei Sands Beachfront Condo-A11
Leave the cold & step into the warm embrace of Maui's sun-kissed shores, where gentle ocean breezes and awe-inspiring whale sightings await you! We welcome you to Kihei Sands Beachfront Condominiums Condo A11 in sunny South Maui! Find out for yourself why our guests...
OCEANFRONT CONDO - $359-May 15! Kihei Sands Beachfront Condos-B8
We can't wait to welcome your party of 4 to Kihei Sands Beachfront Condominiums B8 in sunny South Maui! Condo B8 is a 2-bedroom, OCEANFRONT townhouse-style condo on the 2nd level (no elevator) with stunning views of Haleakala, West Maui Mountains & Pacific...