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!
*Ocean View * Newly Remodeled *A/C * Beach Access
Stylishly remodeled, comfortable unit with split system a/c and incredible ocean view from the private lanai, kitchen, and master bedroom.Each bedroom features a king bed, private bathroom w/walk-in shower, Toto toilet, and custom vanity. Designer Poggenpohl kitchen...
Exquisite Renovated Beachfront Haven - Experience Sugar Beach #329
SUGAR BEACH RESORT, #329One Bedroom / One Bath Oceanfront CondominiumWelcome to Sugar Beach Resort #329, a beautifully upgraded one-bedroom condo located in the heart of North Kihei. With koa wood flooring, modern upgrades, and panoramic oceanfront views, this condo...
Wailea Ekahi Village 4D - Studio Garden View Condo
Wailea Ekahi 4D is a charming studio vacation rental perfect for the couple or solo traveler. This second-floor unit offers an elevated retreat with a bird\'s eye view of the surrounding tropical landscaping and peek-a-boo ocean views. The 600-square-foot condo is more...
Ocean Front Dream Suite- Spectacular Views! 2Bedrooms/2Bath Steps to Amenities!
Wake up to unforgettable views and the soothing sounds of the ocean waves a few steps away! Build your book of Maui memories and support the economic recovery of Maui, owners and their teams! This is where you will find relaxation and inspiration for adventure! This...
Maui Kamaole B101 - Gorgeous designer condo! Modern luxury and great rates!
Condo was fully renovated, new cabinets, tile floor, granite countertops, stainless appliances and new A/Cs. The Master Bedroom boasts a California King bed, ensuite bathroom, and private courtyard. The modern kitchen is very well stocked and you will enjoy the Weber...
5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View!
We are a 2-3 minute walk to beautiful Kamaole Beach III. Our building is located in quiet building 5 on the 2nd floor. Our unit is close to the elevator but far enough away to not hear it. Additionally, there is a beautiful ocean view from our lanai!The remodel of our...
Maui Kamaole One Beachfront Condo at Charley Young Beach
Discover your perfect Maui beachfront getaway at Kamaole One #9, this beautiful 2-bedroom, 2-bath oceanfront vacation rental located directly on Charley Young Beach, the north end of the world-famous Kamaole I Beach Park in sunny South Kihei.This rare oceanfront condo...
Luxurious, 2 bedroom / 2 bath, FULL Ocean View Wailea Condo
Situated on 18 acres of perfectly manicured tropical foliage, bordering the award winning Wailea Blue Golf Course, Ekolu Village is an exclusive and desirable complex that is exceptionally quiet and free of any traffic noise. This property is located in less than a 5...
Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean End
THE TOP-RATED, 5-STAR LUXURY VACATION RENTAL CONDO AT MANA KAI WITH DIRECT OCEAN VIEWS ON KEAWAKAPU BEACH:This is the one! Mana Kai Unit 402 is a newly remodeled luxury condo with direct beach and ocean views available at the Mana Kai Maui Resort. This premier condo is...
- Luxury Vacationing Modern Condo - Spring Specials -299 USD-
***The pool has just been renovated and is gorgeous*** DESIGNED BY A NYC ARTIST. THIS BEAUTIFUL CONDOMINIUM IS BORDERING KIHEI AND WAILEA IN SOUTH MAUI, HAWAII. IT IS LOCATED AT THE GORGEOUS MAUI HILL RESORT BY ASTON. THE PROPERTY HAS BEAUTIFUL GARDENS, SWEEPING VIEWS...
Ho'olei Ocean View 21-6 Newly Listed, Renovation May 2025
Remodel completed June 2025! See the new photos just posted!The entire home has been repainted, almost all the furniture was replaced, a lot of new beautiful art was added, and all new hardwood French oak floors were installed in the bedrooms.. We also remodeled the...
TRUE OCEANFRONT PARADISE! Royal Mauian #311
ALOHA!Welcome to Kihei, Maui and your oceanfront paradise! Our incredibly beautiful condo is near the center of the building and only steps away from the water. Watch whales, savor the sunset and enjoy the sound of the waves from the large lanai, the living room or even...
Spectacular Panoramic Ocean Views - Private Ohana
Live like a local at the Ocean Blue Ohana. You'll have the entire private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500...
Wailea Ekolu #405 SUPREME OCEAN VIEW on Wailea Golf Course w/ FULL A/C
Introducing the newest unit in our portfolio! Please visit and be our first review with an introductory Special Rate till August 31th! Wailea Ekolu #405 is an ocean view 2 bedroom, 2 bath ground floor unit with air conditioning throughout, a fully equipped kitchen,...
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area
The Maui Meadows Guesthouse Property is 3/4 mile from (8) premier beaches and features: (4) Bedroom, (5) Bath one story 2700 sq ft house, Proximity to beaches, activities, golf, shopping, restaurants and bars, Air conditioning, 65" TV screen with Streaming TV with NFL...
New! Maui Banyan G105 – Heart of Kihei
Maui Banyan G105 – Ground-Level Comfort Near the Pool in South Kihei!Welcome to your perfect Maui retreat! Located in the desirable Maui Banyan Resort, this ground-floor 1-bedroom, 2-bath condo offers comfort, convenience, and a fantastic South Kihei location—just...
OCEANVIEWS, FRESH UPGRADES AT THE LUXURIOUS GRAND SEASCAPE K407!!
Situated in the centrally located "Penthouse" building on the 4th floor in a west-facing ocean view corner location with breathtakingly beautiful panoramic ocean and sunset views, this 2.5 bedroom (king bed in each bedroom plus 2 twin beds the enclose-able den that can...
Oceanfront at Sugar Beach
•EAST/SOUTH MAUI IS OPEN FOR BUSINESS AND WELCOMING TOURISM•Life is sweet on Sugar Beach. Our oceanfront condo is fewer than 100 steps to a world-class beach that stretches for 5 miles. The smooth sand, gentle waves, and warm water create the ideal swimming...
Charming & Updated Maui Banyan 2 Bath
Discover Maui at Maui Banyan H109 apartment, a charming 1-bedroom, 2-bath condo steps from Kamaole Beach Park II. Conveniently on the first floor, it hosts up to 4 guests. Relax on the lanai amidst lush greenery, stroll to the nearby beach for breathtaking views. Stay...
Wailea Elua 1101 - Beachfront Section - Ocean View -1 Bedroom &NewQualitySofaBed
We are a 1 minute walk from the amazing Ulua Beach. You can see and hear the ocean from our condo. Relax viewing the ocean on a private, quiet lanai surrounded by tropical gardens. Earth-friendly furnishings and complete “green” remodel. Gourmet kitchen, spacious...
Perch - Maui Vista 322: Ocean Palms Oasis | Remodeled, Prime Location
Located just across the street from the ocean and surf spot, paradise awaits! Fabulous corner unit in arguably one of the best locations on Maui! Across from Charley Young Beach and Kamaole Beaches, you are only steps away from a beautiful beach where turtles often...
WAILEA POINT...BETTER THAN THE GRAND WAILEA AT LESS THAN HALF THE PRICE!
The Best Property for the Best Price at this Exclusive World Class Destination!Make this beautiful condo your next vacation spot!!! Enjoy this gorgeous second floor unit providing a 90 degree view of the ocean. Hear the waves splashing on the sandy shores at night. You...
Great Location! Walk to Everything in South Kihei!
If you want to be close to it all - best beaches, best snorkeling, only surf spot in Kihei, SUP, kayaking, snorkel tours, dinner cruises, shopping, restaurants, nightlife - our recently updated, owner-managed (no dealing with unresponsive property managers) condo is the...
Wailea Elua Village 705 - 2 Bedroom Garden View Condo
Wailea Elua 705 is an exquisite vacation rental located on the stunning shores of Maui. This newly renovated, two-bedroom, two-bathroom beach house inspired condominium offers a spacious layout ideal for families or groups of friends seeking a luxurious getaway. With...
Cozy 1bd condo with all-new furniture
Kauhale Makai 108, nestled along Maui's serene coastline, this inviting 1-bedroom, 1-bathroom ground-level unit offering central A/C, ceiling fans, and tropical views . Unit 108 can accommodation for up to 4 guests. The master bedroom boasts a queen-size bed adorned...
No stairs inside or out! Beautifully remodeled Palms at Wailea 503
NO STAIRS INSIDE OR OUT!Welcome to Palms at Wailea 503, your beautifully remodeled sanctuary in paradise! This is a two-bedroom two-bathroom condo in the prestigious Wailea Resort area. One of only three condos at the Palms at Wailea complex with NO STAIRS inside or...
Relaxing Beachfront Retreat - Sugar Beach #235 - Your Perfect Getaway!
SUGAR BEACH RESORT, #235Welcome to Sugar Beach Resort #235, a beautiful second-floor condo with stunning beachfront views. Perfectly located in North Kihei, this oceanfront retreat offers modern comforts, central AC, and the serene atmosphere of Maui’s longest stretch...
Ocean Front, Luxury, Ground Floor, Polo Beach 102
It is time to enjoy spectacular beach front living, warm water, soft sand, and incredible sunsets from our ocean view ground floor 102 condo. Our 5 star, two bedroom unit has been remodeled with warm Koa wood cabinetry, South African granite counter tops, updated...
Luxe Townhome, Ocean Views, Relax by the Pool
- Luxurious two-story townhome with a private elevator and sleeps 10 comfortably- One of the few villas offering both pool and ocean views- Prime location near the pool and just minutes from the beach- Hotel-quality beds with luxury linens- Private lanai with seating, a...
Oceanfront Condo at Sugar Beach Resort- Stunning Sunsets and Beach Front
Premier Hosts! - Book with confidence - Sugar Beach is zoned as a Resort and won't be subject to any legislation that might change its usage.Unit #323, one of the nicest one bedroom oceanfront condos at Sugar Beach Resort, located on the 3rd floor of the Mill...
Maui Parkshore 2 Bd 2 Bth Great Ocean View Vacation rental
Experience the ultimate Maui Style living with this top-floor 2-bedroom, 2-bath condo at Maui Parkshore - boasting panoramic views of the Pacific Ocean. Located just steps away from the golden sands of Kamaole Beach Park III. Designed to capture the essence of...
1BR/2BA Maui Kamaole/Wailea Border. K Cluster @ Tropical Pool!
Personal Touch:We stock everything you need: dish soap, laundry soap, paper towels, napkins, Kleenex, TP, garbage bags, coffee filters etc... All you need to bring is you! We provide the definition of a care free vacation, if this interests you, read on... This is our...
May Cancellation Discounts available. Island Retreat Spacious 3B 3B home.
Aloha and e komo mai (welcome) to Hale Alana, your oasis in Wailea, Maui. Please contact us for seasonal discounts and special rates!Step into Hale Alana, a Polynesian-inspired home situated on a 1/2 acre tropical paradise. With three inviting bedrooms, two being...
MANA KAI 509 on Keawakapu beach Kihei
This amazing newly renovated two bedroom condo has breathtaking ocean views, brand-new everything including appliances and top of the line luxury mattresses and bedding! Located on the fifth floor giving you stellar ocean views. The property is oceanfront situated on...
Your Maui vacation home - beautiful oceanview Maui Kamaole I-103
Welcome to our beautiful oceanview Maui Kamaole I-103 condo. This is a large 1040 sq ft 1-bed 2-bathroom ground-floor condo with NO STAIRS. The bedroom boasts a comfortable king-sized bed, the large livingroom a queen-sized Murphy bed (no pull-out sofa). The main...
KBM Resorts | FREE CAR | Wailea Beach Villa | Spacious 3-Bedroom Condo with Sweeping Ocean view! WBV-PH412
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Elegant, Bright Remodel! Tropical Views! Ekahi 40D
Located just moments away from the pristine beaches, this elegant condo offers the perfect balance of tranquility and convenience. Explore the nearby attractions, engage in water sports, or simply lounge by the pool and soak up the sun.Welcome to our exquisite...
Stunning Ocean Front Views, Wailea, Polo Beach Club Condo - unit 303
Welcome to your tropical escape at Polo Beach Club, our cherished slice of paradise! Having fallen in love with this magical location years ago, we are thrilled to be able to share our beautiful condo with you. Nestled at the tranquil south end of Wailea Beach Walk,...
Fully Remodeled Modern Island Style!
Aloha and welcome to our condo, the Palms at Wailea 606. We’re looking forward to hosting you and making your vacation fun and enjoyable.The Palms at Wailea is an upscale community that offers you great shopping, dining, golfing, world-class resorts, and beaches all...
Makena Surf F206 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf F206 is a delightful retreat for your Maui vacation.The interior design features a harmonious palette and finishes that highlight organic beauty. The calming ambiance is enhanced by subtle Venetian plaster walls, cool travertine tile, and plush carpeting,...
Exquisite Oceanfront Wailea Beach Villas B202
Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the best on Maui!This property is hotel zoned, and not being affected by the recent proposed legislation.Be one of the first...
Fantastically Remodeled Condo with Huge Ocean Views
Aloha! Welcome to magical, mystical, mythical Maui. My intimate, meticulously maintained one bedroom two bath condo is located on the 1st hole of the legendary Wailea Old Blue Golf Course. If you are searching for a first class yet budget friendly Wailea resort...
Private Cozy Studio walking distance to beaches, shops, restaurants and bars
This studio is perfect for the vacationers who wants to spend their time out and about exploring the island and still have a very nice, comfortable place to come home to. It's on the 4th floor of The Island Surf in South Kihei and within walking distance of many shops,...
New Listing: Bright corner condo in Kihei
New Listing! Sunlit Corner Penthouse in Kihei – Maui Banyan P409Escape to paradise in this bright and breezy 1-bedroom, 1-bathroom corner unit penthouse condo at Maui Banyan, ideally located in sunny South Kihei. Nestled on the top floor with elevator access, this...
Oceanview Kihei Akahi D210: Updated 1BR/1BA, Perfect for everyone!
Unit D-201 has been completely remodelled and refurnished with modern, beachy decor. Fully renovated kitchen is wide open and includes views from the large, stone island and is fully equipped for the home chef! Dining table for 4 inside is perfect for game night....
Gated 2-story beach house with big yard
Hoku Lani, or “Heavenly Star” is a two story air conditioned 3 bedroom, 2.5 bath home with lofty ceilings, concrete construction and gorgeous details throughout. You’ll love the mahogany and kiwi custom cabinetry and granite countertops in our gourmet chef...
Wailea Ekahi 10C - Close to Main Pool & Beach! Spacious condo -Sleeps Up to Four
Our home is in the 1st (and closest) phase of Ekahi and is just steps away from the main pool pavilion, the beach, and a second pool even closer. Ekahi is a huge complex, so check the complex maps we included before booking. Some units are in another zip code!You have...
Maui Sunset A111, ground floor paradise
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Maui Sunset A111, ground floor paradiseGround floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck...
Kamaole Sands 6-110 3 bed 2 bath Luxury Tropical Oasis split AC W/D
***MAUI PROPOSED VACATION RENTAL BAN WILL NOT GO INTO EFFECT UNTIL 2030 IN THE UNLIKELY EVENT IT PASSES- YOUR BOOKING IS SAFE!! Elevate your Maui experience at highly renowned Kamaole Sands resort condo. Lush, tropical grounds, swaying palm trees, waterfalls and ponds...
nEye-popping luxury with huge ocean views. Quick walk to Kihei's Best Beaches
Our condo is a totally remodeled townhome with a serene and uninterrupted ocean and mountain view, from the lights of Wailuku Town past the island of Lanai. J217 has neither power lines nor road noise; you'll see sunsets all summer long and whales all winter....