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!
Hale Kamaole Condo w/ Shared Pool, A/C-Snorkel, Surf, Swim
Hale Kamaole 225Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Ground Floor Tropical Retreat - Professionally Managed
E Komo Mai. Welcome to Wailea Ekahi Village 18C, a delightful one-bedroom vacation rental located in the stunning Wailea area of Maui! This cozy retreat offers a serene garden view, making it an ideal choice for those seeking a peaceful and relaxing getaway. Upon...
Maui Banyan Studio, King Bed, Steps to Kam2 Beach
Enjoy a fun beach vacation at this beautiful studio condo, with a very short walk to the beach. shops and restaurants. With a comfortable king bed and everything you need at the beach (chairs, towels, cooler, umbrella and boogie boards), this unit provides a fun getaway...
Amazing Remodeled 2 Bdrm w/ AC! - Menehune Shores #509
Menehune Shores #509 – Ocean View Comfort in North KiheiEnjoy ocean views and the comfort of home at Menehune Shores #509, a two-bedroom, two-bathroom condo designed for relaxation and convenience. Perfect for couples or small families, this North Kihei retreat offers...
Designer Oceanview Retreat: Steps to Kamaole Beach
Summary:Discover your perfect tropical escape at the Designer Oceanview Retreat, where style meets serenity. Just steps from Kamaole Beach I, this stunning condo offers a modern haven with breathtaking ocean views. Feel the soothing island breeze on your face as you...
Oceanfront Bliss at Royal Mauian #405–Stunning Views, Prime South Kihei Location
Royal Mauian #405 – Oceanfront Comfort with Stunning Coastline ViewsRoyal Mauian #405 is a two-bedroom, two-bathroom condo designed for guests who want to experience the very best of oceanfront living in South Kihei. With panoramic views of the Pacific Ocean and Maui’s...
Comfortable condo with private lanai in sunny South Kihei
Hale Kamaole #320Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled on the sunny shore of South Kihei, Hale Kamaole is surrounded by lush landscaping, creating a serene tropical...
Best Location! First Floor Family Friendly 2B/2B, Steps from the Beach & Shops
Welcome to your perfect Maui Beach vacation home base at this super convenient, family-friendly, ground floor, 2bed/2bath Kihei condo in an unbeatable location steps from Maui's best beaches, shops, and eateries for creating lifelong memories!- Fully equipped kitchen-...
Maui Parkshore 401: Top Floor 2 bedroom corner unit with Ocean Views
**Property Project Notice: Please note that the Maui Parkshore complex will undergo exterior spall repair and painting March 30 – June 2026. Construction activity, noise, and temporary restrictions on lanai or stairwell access may occur during work hours. Dates and...
Pure PRIVACY in Heart of it ALL Close to Beach & Pool
This adorable condo boasts pure privacy on your own lanai in the lush gardens of Kihei Akahi! Sip on your coffee or enjoy your favorite glass of wine with pure peace and serenity. This complex comes equipped with two pools (one of which is very close to the condo), BBQ...
Maui Kamaole F208: Two bedroom loft condo on the second floor, sleeps 6. Wal
Hawaiian atmosphere: With a décor lovingly curated by the owners over 30+ years of visiting Maui and inspired by the island’s natural beauty, every piece was chosen to bring a touch of Hawaiian spirit indoors, creating a warm, welcoming space that reflects the aloha...
Menehune Shores 225 | Stunning Ocean Views!
When you come to Maui it’s all about the sun and surf, and that’s what you get when you stay at Menehune Shores 225. You have a beachfront view – no peek-a-boo or semi-view. At Menehune Shores 225 you can sit on your lanai and gaze directly out on the Pacific Ocean,...
Comfortable ocean-view condo with WIFI, spacious lanai & pool - great location
Island Surf 512-AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the very best of Kihei when you settle down at this ocean-view beauty! As soon as you walk through the...
Maui Sunset A412 Beach Front Condo
Maui Sunset A412 ***DISCLOSURE 11/6/25: The Maui Sunset homeowners association has informed us that an Underground Waste Pipelining project will begin for building A in April 2026, and that we cannot host guests in our unit between June 9 and July 20, 2026. More...
Minutes from Wailea Beaches, Dining & Golf
Wailea Ekolu 1404 is a beautifully appointed one-bedroom, two-bathroom vacation rental that offers an idyllic escape in Maui\'s popular town of Wailea. This elevated condo on the second floor boasts stunning ocean views and a serene ambiance. Upon entering, guests eyes...
Easy-Going Style w/Lanai, Kitchen Ease, WiFi, Washer/Dryer–Kamaole Sands 5314
This air-conditioned 818sf suite says “welcome home” after a day of hiking and ziplining. Families and friends appreciate the privacy, space and comforts of a complete kitchen, furnished lanai, living area, ceiling fans, flat screen TVs, DVD, WiFi and washer/dryer....
Sleeps 12! Ocean Views! 4 BD/4BA! 2 Renovated Condos!
Room for 12! Welcome to Pineapple Paradise Maui - The Original and 2.0!Bring your whole group to enjoy these TWO incredible 2 bedroom 2 bathroom condos only 1 minute walk from each other and a 2 minute walk to the beach! Both condos have just been completely remodeled!...
Sleep 10!~Ocean Views~2 Condos next door to one another!
Room for 10! Welcome to Pineapple Paradise Maui!Bring your whole group to enjoy these TWO incredible remodeled condos next door to one another and only a 2 minute walk to the beach! This listing is for 1 - 1Bedroom/1Bath and 1 - 2 Bedroom/2 Bath. It's the best both...
Makai Maui! Steps to the Beach! South Kihei Condo! Family Friendly!
Welcome to Makai Maui, your perfect island home base in the heart of Kihei. Stroll through private tropical grounds and straight onto Kamaole Beach II (Kam II) — one of Kihei’s best beaches, known for its soft sugar sand, excellent swimming, lifeguards, and...
Maui Banyan #Q-109C Garden View, A/C, Great Location Near Kam Beach II
Maui Banyan #Q-109C is a 2 bedroom, 2 bath unit on the ground floor. It features a garden view, air conditioning throughout, a fully equipped kitchen, washer and dryer, and free wifi. There is a queen bed, two double beds, and a double sofa bed. For outdoor activities,...
Kihei Bay Surf B212: Beachside Studio w/ Pool & Lanai
Kihei Bay Surf B212 puts you exactly where you want to be in South Maui, directly across from the beach and the oceanfront Hawaiian Islands Humpback Whale National Marine Sanctuary Visitor Center. This bright, well-kept studio vacation condo is all about easy island...
Wailea Ekolu 408 Spacious Second-Floor Retreat with Panoramic Ocean Views
Experience the perfect Maui getaway at Wailea Ekolu 408, a charming 1-bedroom, 2-bath condominium situated on the second floor. This inviting vacation retreat feels spacious and airy, featuring vaulted ceilings and sweeping ocean views that stretch from West Maui to...
Haleakala Shores A-411 - Modern 2BR/2BA, 2 King Beds, Sleeps 4, Split AC, Wi-Fi
Haleakala Shores A-411 is a bright and beautifully appointed 2-bedroom, 2-bath condo on the 4th floor of a well-loved South Maui destination. This modern retreat sleeps four comfortably with two California king beds - making it perfect for couples and friends seeking a...
Kihei Akahi D-G8 | Ground Floor & Right Across From The Beach!
Immerse yourself in authentic Hawaiian charm at Kihei Akahi D-G8, a tropical retreat perfectly situated in the bustling heart of Kihei on the island of Maui, Hawaii. This ground-floor condo offers the ideal blend of convenience and serenity, located just moments away...
Escape to Family Fun and Island Bliss at WorldMark Kihei- 1 Bedroom
If you're looking for the ultimate Hawaiian escape packed with adventure, relaxation, and family fun, look no further than WorldMark Kihei on the stunning island of Maui! Nestled just steps away from the beautiful beaches of South Maui, this resort offers the perfect...
Maui Wailea 3 Bedroom Luxurious Home
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Wailea is waiting for you at this perfect 3 bedroom house. This warm, single-level home spans over 3,100 square feet, featuring 3 bedrooms and 2.5 baths, thoughtfully designed to blend...
BEST LOCATION in Ekahi! Bldg 8! 30 second walk to the beach-$299 winter/spring!
Wailea Ekahi 8D is an exquisite vacation rental located in the serene Wailea Ekahi Village. This spacious one-bedroom, two-bathroom condo is located on the second floor with vaulted ceilings and elevated views over the landscaped grounds below.We purchased this unit for...
South Kihei 2BR/2BA Condo Steps from Kamaole Beach
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Relax in this spacious 2BR/2BA Maui Banyan condo with partial ocean view from your balcony, located in...
New Listing! South Maui Condo Steps to Beach
Maui Vista 2302 is a comfortable 1-bedroom, 1-bathroom condo on the third floor in the heart of South Maui, located just across the street from Kamaole Beach Park I. This inviting unit accommodates up to 4 guests and features window AC in the living room, portable AC in...
Menehune Shores #301 - Oceanfront Shoreline Location with Inviting Living Spaces
Menehune Shores #301 – Ocean View Two-Bedroom RetreatWelcome to Menehune Shores #301, a two-bedroom, two-bathroom condo. This inviting retreat blends Maui’s timeless charm with a relaxed island feel, making it ideal for families or friends seeking a peaceful getaway....
2 x 2BR Apts near Kam 1 Beach, Pool, Hot Tub, BBQ
Think booking a single space for your group is the smartest move? Think again. What if the real win is booking two? These two 2-bedroom condos, each freshly renovated in 2023, give your group the best of both worlds: time together and time apart.Each apartment will have...
Royal Mauian #314 - Oceanfront Maui Condo with Easy Access to Kamaole Beaches
Royal Mauian #314 – Oceanfront Two-Bedroom with Panoramic ViewsRoyal Mauian #314 is a two-bedroom, two-bathroom condo offering stunning ocean and coastline views from its private lanai. Perfectly situated along Maui’s south shore, this beautifully updated retreat...
Direct Beachfront Living in South Maui
Your Sugar Beach Escape at Kealia! Welcome to your ultimate Maui retreat at Kealia, where the Pacific Ocean is literally your backyard. This beautiful beachfront condo offers a rare blend of serenity and convenience, providing a front-row seat to the rolling waves and...
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Designed by a premier Hawaii and San Francisco designer, this one-of-a-kind residence has been meticulously crafted as both a refined home and a true statement piece. Every detail reflects...
Ocean Views! Walkable to Beach, Food and Shops
Aloha from Kihei! Just steps from one of Maui’s favorite beaches, this bright 2-bedroom condo sleeps 6, perfect for families, friends, or couples! Sip your morning coffee on the private lanai with garden and peekaboo ocean views, cook in the fully stocked kitchen, and...
Beautifully Renovated Ground Floor Condo Near Pool & Beach
Welcome to your perfect South Maui getaway at Kihei Garden Estates — a beautifully updated 2-bedroom, 1-bath ground-floor condo just a 2-minute stroll to the beach. Thoughtfully refreshed with brand-new flooring, paint, ACs, and furniture, this condo blends modern...
Island Retreat – 1BR Suite with Kitchen & Lanai at Maui Schooner
Escape to serenity in this one-bedroom suite at Maui Schooner Resort in Kihei, where comfort meets tropical surroundings. With approximately 800 square feet of space, this suite is ideal for up to four guests looking for a relaxing, island-style stay. Inside, you’ll...
New Listing! Charming Condo Steps to the Beach
Welcome to Maui Parkshore 209, a bright and inviting 2-bedroom, 2-bathroom condo that comfortably accommodates up to six guests. This South Maui retreat is thoughtfully designed for relaxation, convenience, and unforgettable island living. Located directly across the...
Maui Kihei 3 Bedroom Oasis Sleeps 8
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Designed by a premier Hawaii and San Francisco designer, this one-of-a-kind residence has been meticulously crafted as both a refined home and a true statement piece. Every detail reflects...
Island-Style 2BR/2BA at Pacific Shores Near Charley Young Beach A/C & Lanai
Welcome to your Maui escape at Pacific Shores in Kihei — a bright, comfortable 2-bedroom, 2-bath condo perfectly located just minutes from Charley Young Beach, shopping, dining, and some of South Maui’s best swimming and sunset spots.This well-appointed condo features...
Walk to Kamaole Beach | Heated Pool | Sunset Views
Retreat to the perfect oceanfront sanctuary in our Kihei natural paradise! Whether with family or friends, alone or with a special someone, our condo will serve as the perfect base from which you can explore the island and enjoy the breathtaking views Maui has to...
Spacious Remodeled 3bd Villa I Koa Resort 1A
Welcome to your luxurious island retreat in central Kihei Maui. This spacious, fully remodeled 3-bedroom, 2-bath residence is set within a sprawling, tropical landscaped resort community and offers a serene blend of comfort and modern coastal elegance. Vaulted ceilings...
Full Ocean View 1BR Grnd Floor The Shores of Maui
This space is a beautiful ground unit located within The Shores of Maui Resort in sunny Kihei south Maui.From your lanai, you will have an amazing, un obstructed view of the ocean, in particular, The Cove and Charlie Young Beach, where you can watch the surfers every...
Ground floor, updated studio, across from the beach! - Kihei Bay Surf A101
Ground floor, updated studio, across from the beach!A great studio featuring a queen-sized bed, a futon for one in the living space, and a window AC. Just steps from miles of sandy beach. You will love the well-maintained kitchen and living space. Enjoy your coffee on...
Direct Oceanfront unit that will take your breath away. Sugar Beach 528
Book with us and come to Maui to explore everything we have to offer!Incredible views in a well maintained oceanfront unit right over the beach. Take time to relax with your morning coffee as the whales swim by. Amazing unit at amazing resort. Enjoy your Lanai...
Location, Location! Walking distance to beach, restaurants, and shops!
Discover the beauty of South Maui from this comfortable and well-located 2-bedroom 2 bath condo at Pacific Shores. From your private lanai enjoy spectacular views of Haleakala-start your morning with a cup of Kona coffee as the sun rises or unwind in the evening with a...
Maui Parkshore 116 | Steps From Ocean
Welcome to Maui Parkshore 116, a bright and inviting ground-floor retreat located in the heart of sun-drenched South Kihei, Hawaii. This two-bedroom vacation rental serves as your personal gateway to the quintessential Maui lifestyle, offering the perfect balance of...
Cozy Studio at WorldMark Kihei – Maui Getaway for Two
Enjoy a simple and comfortable Maui escape in this studio suite at WorldMark Kihei. Perfect for couples or solo travelers, this suite offers everything you need for a relaxing stay in paradise.Inside the studio, you’ll find a queen Murphy bed that tucks away for extra...
Maui Elua Village 404 Condominium
Stunning ocean-view and is in the heart of Wailea. This beautifully appointed 2-bedroom residence offers sweeping Pacific views from the living area and lanai. Just steps from the scenic Wailea Coastal Walk and world-class beaches, the resort features two sparkling...
LAST MINUTE SPECIAL!!!!!! 2 BEDROOM STEPS TO BEACH! Pool & Hot Tub!
Welcome to your perfect Maui retreat at Kihei Holiday Condo #114 — a beautiful ground-floor retreat designed for effortless beach living and unforgettable island memories. Located in desirable North Kihei, this bright and breezy 2-bedroom, 1-bath haven is just steps...