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!
Beautifully Remodeled! Top Floor and Near pool! Palms at Wailea 304
If you are looking for a perfect getaway in paradise, this is it! This luxury Palms at Wailea unit is located near the spectacular pool and Jacuzzi and all the amenities this popular complex affords.This spacious fully air-conditioned two-bedroom two-bath unit is...
Ocean and fairway views in this spacious, top-floor, 3-BR Grand Champion Villa!
Experience gorgeous ocean and fairway views from this spacious top floor, tastefully decorated, family-friendly, three-bedroom unit. This beautiful condo boasts the largest floor plan available at Grand Champion Villas. Enjoy the views of the islands of Lanai and West...
Beautifully remodeled with central A/C! Top Floor! Palms at Wailea 206
Fabulous condo! This luxury Palms at Wailea unit is located near the spectacular pool and jacuzzi and all the amenities this popular complex affords.This central air-conditioned 2-bedroom, 2-bath unit is immaculate and beautiful and comes equipped with all the amenities...
360 Ocean Views + Full Remodel! Top Floor # 904!
When you think of Hawaii you imagine awe-inspiring views, amazing sunsets and the natural beauty of the wild blue Pacific. These sights are a daily pleasure from the comfort of your own private lanai. This beautiful ocean view home is one of a kind!!Watch the sunset...
REMODELED-LARGE LANAI-GROUND FLOOR-AC-OCEAN VIEWS-METICULOUS CLEANING
Book with confidence, Wailea Ekahi 46 B is a brand new luxurious 1100 sq. ft. condo. 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. We are committed to...
Fabulous Ulua Beach & Lush Grounds Await: Wailea Elua 807, Groundfloor Gem!
Wailea Elua #807 – Ground-Floor Serenity with Ocean Breezes and Refined ComfortWelcome to Wailea Elua #807, a beautifully appointed ground-floor, 1-bedroom, 1-bathroom condo designed for peaceful and private escapes in one of Maui’s most exclusive beachfront...
Premier Ocean Front with Incredible Views! Polo Beach 604
Relax on the lanai and enjoy sweeping views of Molokini and Kahoolawe Island at sunrise or sunset. Stroll along the world famous Wailea Beach Path, enjoy fantastic snorkeling at uncrowded Polo Beach or unwind and sunbathe at the oceanfront pool and jacuzzi.Spend a dream...
Maui Banyan Q-109 | Tropical w/ Resort Amenities
Maui Banyan Q-109 is an idyllic condo for an idyllic vacation. Not only is the ground-floor unit across the street from Kamaole Beach II and a short walk from Kamaole Beaches I and III, but it’s also within a gorgeous resort that features swimming pools, tennis courts,...
OCEANFRONT RESORT-APR 11-15 just $249/nt Kihei Sands Beachfront Condos - B5
Winter has arrived - and so have our exclusive new seasonal rates from November - March 2026. Leave the cold behind & step into the warm embrace of on Maui's Sugar Beach sun-kissed shores! Come for the WHALES - stay for the ALOHA! Act now - this condo is POPULAR &...
OCEANFRONT RESORT- $259 /nt - 2 Bed/2 Bath Kihei Sands Beachfront Condo-B7
Whale Season is back on Maui! Bringing unforgettable moments and breathtaking views. Combine that with our REDUCED WINTER PRCING and you've got the recipe for a truly memorable island escape!From our crystal-clear mosaic-tiled OCEANFRONT PATIO & POOL, you'll be just...
Exquisite Oceanview Villa: Gourmet Kitchen, Private Elevator & Pool Table
This property is hotel zoned, and not being affected by the recent proposed legislation.Relax and unwind in this stunning ocean-view villa. The top-floor features a beautifully designed living area with sophisticated furnishings, a fully equipped gourmet kitchen...
OCEANFRONT CONDO - Last Minute Availability! Kihei Sands Beachfront Condos-A8
Whether you're seeking a serene retreat or an island adventure, this is the season to indulge in Maui's unmatched beauty - made even more accessible with our special NEW WINTER OFFERS!Condo A8 is a highly desirable OCEANFRONT 1-bedroom, (sleeps 2) ground floor home at...
OCEANFRONT- April 3-11 Just $189/NIGHT! Kihei Sands Beachfront Condo- A4
Whale season is in full swing, and so are our prices - taking a dive to give you the best deal of the year! Come watch these giants from your oceanfront condo, soak up the sun, and enjoy winter on Maui like never before!Now's the time to book a vacation & get ready for...
Rare Ground Floor Ocean Front, best at Maui Sunset
Ocean front! Ground Floor! B-122 is the closest 2 bedroom to the ocean. Best location and your living area is the 10 acres of manicured lawns and gardens just steps from the large "L" shaped swimming pool of Maui Sunset. Large private condominium apartment at the resort...
Maui Kamaole K-209 Walk to Beach, Views, Pools, Hot Tub, A/C, W/D
A warm island welcome from the Kai Lani Retreat at Maui Kamaole K-209. Hawaiian for Sea and Sky, you will feel the spirit of Aloha the minute you step into this newly renovated, fully airconditioned, 2 bedroom, 2 bath top floor resort condo. Watch legendary Maui sunsets...
OCEANFRONT RESORT- $299 through May 15! Kihei Sands Beachfront Condo-B10
Winter has arrived - and so have our exclusive new seasonal rates from November - March 2026. Leave the cold behind & step into the warm embrace of on Maui's Sugar Beach sun-kissed shores! Welcome to Condo B10 in sunny South Maui! This second-story (no elevator) condo...
Ma'alaea Surf #G-7 – Coastal Comfort with Modern Amenities
Ma‘alaea Surf #G-7 – Ocean View Townhouse RetreatWelcome to Ma‘alaea Surf #G-7, a two-bedroom, two-bathroom townhouse-style condo offering beautiful ocean views and a spacious two-story layout. With a remodeled interior, central air conditioning, and access to resort...
Ma'alaea Surf Unit C1 Beachfront Condo, 2BR Ground Floor, AC, Wifi, Kitchen
Ma'alaea Surf, Unit C1 is deluxe in every sense. C1 is a conveniently located ground floor unit, just steps from the small pool. This unit is splendidly furnished. It features, central AC, Wi-Fi, TV, fully furnished kitchen, convenient parking, tennis and pickleball,...
Discover Beachfront Paradise: Sugar Beach #121 - Luxury and Serenity Await You!
SUGAR BEACH RESORT, #121Welcome to Sugar Beach Resort #121, a beautifully remodeled ground-floor condo that combines modern design with the ease of direct beachfront access. Perfectly located in North Kihei, this upgraded one-bedroom, one-bathroom retreat offers...
OCEANFRONT RESORT - WE ARE ON THE WATER! - Kihei Sands Beachfront Condos - B4
Maui has never been more affordable! Experience the wonder of peak whale season without the peak price! Our off -peak Winter rates offer you a chance to enjoy Maui's natural show with upscale comfort & exceptional value!Condo B4 is a beautifully renovated 2B/2Ba...
Ma'alaea Surf, Unit G5-1 Bd Beachfront Condo, AC, Wi-Fi, TV, Kitchen, Pool
Ma'alaea Surf, Unit G5 - Just steps from one of Maui’s longest white sand beaches, newly remodeled G-5 has all the amenities of a luxury resort. Centrally located between the tourist's centers of Lahaina/Kapalua and Wailea/Makena, Maalaea Surf is just 15 minutes from...
OCEANFRONT RESORT- Great Views - Kihei Sands Beachfront Condos- B6
Trade cold snowstorms for warm shorelines this winter. With sunny skies, golden sands, and spectacular whale sightings, Maui's inviting landscape and our NEW SEASONAL PRICING brings you a step closer to your island escape!This condo is priced for 4 persons - we'll add...
Ma'alaea Surf Unit H2-Ground Floor Beachfront Condo, AC, Wi-Fi, TV, Pool
Ma'alaea Surf, Unit H2 - Beautifully appointed, H2 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This comfortable unit features a contemporary kitchen and a large living area that looks out on the ocean. It also includes...
Ma'alaea Surf, Unit F5 2 BR Beachfront Condo, AC, Wi-Fi, Pool, TV
Ma'alaea Surf, Unit F5 is a beautiful townhouse unit situated on the second floor offering guest total privacy and wonderful views. With the latest in contemporary upgrades, this gorgeous unit features a fully furnished modern kitchen and the convenience of a second...
Charming oasis with resort pool & hot tub - walk to beach
Maui Kamaole L208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the “L” building perched above the new upper pool with a glimpse of the ocean and surrounded by the...
Maui Beachfront Condo – Sugar Beach #430 – Stunning Ocean Views & Pool
Sugar Beach Resort #430 – Oceanfront Escape with Sweeping ViewsWelcome to Sugar Beach Resort #430, a beautifully remodeled one-bedroom, one-bathroom oceanfront condo with direct beachfront views. Located in North Kihei, this retreat offers the perfect setting for...
Luxurious Beachfront Corner Condo -Captivating Ocean Views - Sugar Beach #535
Sugar Beach Resort #535 – Luxurious Beachfront Corner CondoWelcome to Sugar Beach Resort #535, a fully remodeled two-bedroom, two-bathroom oceanfront condo with vibrant beach-inspired décor. This spacious corner unit offers panoramic ocean views, modern upgrades, and...
Tranquil Garden Oasis Steps from Oceanfront Pool & Ulua Beach - Elua 909
Wailea Elua #909 – Garden View Comfort Just Steps from the Pavilion, Pool, and BeachWelcome to Wailea Elua #909, a charming 1-bedroom, 1-bathroom condo located just moments from the beach, oceanfront pool, and pavilion. Nestled in the lush tropical landscape of Wailea...
Hale Kamaole 342 Third floor condo, easy access to best beach on Maui!
Great Ocean and Garden Views. This two bedroom unit offers king beds in both the upper and lower bedrooms which is great for couples vacationing together. The remodeled kitchen has an elongated larger kitchen area with very nice wood cabinets and granite tile counter...
Hale Kamaole 271 Second floor condo, easy access to best beach on Maui!
This Maui condo rental, has two bedroom’s plus a sleeping loft featuring Ocean, garden, and pool views ! Master bedroom has king bed. Unit has flat screen TVs & Blue-ray players in both bedrooms, a large flat screen/Blu-ray player in living room area. This unit has 3...
Hale Kamaole 142 Ground floor condo, easy access to best beach on Maui!
Come experience this beautiful beach style remodeled ground floor condo. It is located close to pool and up on the top part of the property. Luxury furnishings throughout the unit. Amazing walk in tile shower. King size bed in bedroom, and queen hide-a-bed in living...
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
Summary:Oceanfront Resort Condo Suite - ground floor tastefully-remodeled (2020) 1-Bedroom with King Bed, 2-bath w/ Queen Sleeper & Queen Murphy bed in LR. Family Friendly, sleeps up to 5, Full Kitchen, AC, Washer/Dryer in-suite, Free WIFI & Parking, Cable/Flat Screen...
Kihei Condo: Steps to Kalepolepo Beach Park!
Pack your sunglasses, swimsuit, and favorite beach read; it's time for your dream Hawaiian vacation! Check into this 1-bedroom, 1-bathroom vacation rental in Kihei, where you'll find everything you need for a relaxing stay. Start each morning with coffee on the balcony...
FULLY REMODELED-GROUND FLOOR-2 BEDROOM-AC THROUGHOUT-METICULOUS CLEANING
Book with confidence, this completely remodeled 2 bedroom, 2 bathroom (1086 sq. ft) ground floor 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 to our...
NEWLY REMODELED-2 BEDROOM-OCEAN VIEW-AC-WELL EQUIPPED
Book with confidence, this newly remodeled 2 bedroom, 2 bathroom (1188 sq. ft) condo that is located 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...
KBR #401 - 2 Bedroom/2 Bath Ocean Front Corner Unit on Stunning Sugar Beach!
Beachfront Kihei Beach unit 401 is a 2 bed/2 bath corner unit on the 4th floor of the 1st building, at the north edge of the property right in front of the pool. Extra windows provide even more expansive ocean views and also let in lots of light. Pick up some fresh...
KBR #204 - 1 Bedroom/2 Bath Beautiful Ocean Front Condo on Sugar Beach!
Kihei Beach #204 is a one-bedroom/two-bath condo located on the 2nd floor, offering a beachfront experience on the stunning Sugar Beach in North Kihei, Maui. The condo features beautiful tile flooring throughout, an impressive granite & stainless-steel full kitchen, and...
Ma'alaea Surf Unit G4 1BR ground floor Beachfront Condo, Wi-Fi, AC, TV, Pool
Ma'alaea Surf, Unit G4 is a conveniently located ground floor unit, just steps away from the large pool. This warm luxurious unit features a recently upgraded fully furnished kitchen, large master suite with King size bed and a queen size sofa bed in the living room....
NEWLY REMODELED-RARE GROUND FLOOR 2 BD-NICELY UPDATED-AC-METICULOUS CLEANING
Book with confidence, this newly remodeled 2 bedroom, 2 bathroom (1086 sq. ft) ground floor 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 to our guests....
Maui Sunset A113 ~ 1 BR, 2 BA, Ground Floor, Ideal for Families!
Nice one bedroom, two bath partial ocean view ground floor condo. Relax and enjoy the outdoors right off your lanai. Located next to Waipuilani Beach, which is a long sand and coral beach protected by reef and suitable for swimming, long walks, whale watching and...
RARE 2 BEDROOM WITH NO STAIRS-OCEAN VIEWS-2 LANAI’S-METICULOUS CLEANING
Book with confidence, this nicely remodeled, 2 bedroom, 2 bathroom (1088 sq. ft) condo. 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...
SPECIAL 350 SUMMER RATES!! Stunning Ocean View 2BR/2BA condo across KAM3 Beach!!
Come enjoy our beautifully furnished two bedroom, two bath luxury condo located in the Maui Kamaole complex; Kihei's finest luxury resort property. Nestled in the center of the sunny South Maui coast, Maui Kamaole is located across the street from famed Kamaole III...
Maui Tranquility... Relax, Unwind and Feel Welcomed!
Aloha! Mahalo for looking at our listing! Our wonderful place is ground floor and at the rear of our small boutique garden resort, so it's peaceful and relaxing - hence the name 'Maui Tranquility.' We've just completed a major remodel, almost everything is new! We've...
OCEAN VIEW, LARGE LANAI, STEPS FROM THE BEACH, BLDG 10
Mark Twain wrote of Hawaii as “the loveliest fleet of islands anchored in any ocean,” he was right. The fragrant scent of flowers in the air, palm trees swaying in the gentle breeze and the intoxicating ocean view with its majestic sunsets all from your private lanai....
Great for families and couples. Next to a tropical pool in Hawaiian landscape.
-Maui Kamaole Unit K202-upstairs, beautiful garden view, 2 bedroom, 2 bathroom unit-fully equipped kitchen-full size washer & dryer-Split A/C in living room and bedrooms. -convenient for walking to beaches, shops & restaurants-short stroll from our front door to the...
WHALE SEASON! Oceanview Top Floor, Balcony; 1 Min to Beach! Family Favorite!
**Ocean Views & Island Vibes at This Relaxed Maui Retreat**Welcome to your home away from home on Maui! This airy, top-floor condo blends island comfort with thoughtful upgrades, giving you the perfect place to unwind, recharge, and soak in the island life. With...
Beautiful 3bd 3bth Condo SOUTH KIHEI Maui Hawaii CENTRAL AC Kamaole 1 Beach
Welcome to Paradise!5 Min walk across the street to the Beautiful & Sandy Beach Charley Young & Kamaole 1.Perfect for sunbathing, swimming, building castles and snorkeling! Enjoy all the comforts and amenities of our beautiful condo to make this your ultimate vacation...
Classic Beachfront Studio Apartment Right On Charley Young Beach
Say Aloha to this beautiful, oceanfront property and charming 2nd floor studio perched on a bluff overlooking Charley Young Beach. True Hawaiian style is based on informality and lacks pretense. That's exactly what you’ll find here, a humble home situated on a...
BEST OCEAN VIEW!! ACROSS FROM CHARLEY YOUNG BEACH REMODELED
HAD A RENTER CANCEL IN AUGUST ..SO MY PAIN IS YOUR BARGAIN…$165 A NIGHT!!! VERY DISCOUNTED FOR A 2 BEDROOM!!!1 RECENTLY REMODELED AND REDECORATED!!!2 AC UNITS...ONE JUST INSTALLED IN THE MASTER BEDROOM!!!RARE: ONE OF THE FEW UNITS WITH AC UNITS IN BEDROOM AND LIVING...
Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!
Lesli's luxury Wailea Ekolu Village Condominium is a 900-square-foot, one bedroom, two bath, oceanview condo, occupying the ground floor of a two-story building. Ekolu 107 accommodates up to four adults comfortably. It is fully-appointed and includes phone, radio/iPod...