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!
Ground floor, ocean view, remodeled Hale Kamaole
Welcome to Hale Kamaole 7-169. Remodeled, ocean view, ground floor 1 bedroom, 1 bathroom condo. The location is perfect here just steps away from the pool or cross the street & end up at Kamaole III beach park, a local & tourist favorite for sunsets, picnics, swimming,...
KB503-1 Bedroom/1bath Charming Oceanfront Condo on Beautiful Sugar Beach
Comfortable, remodeled and charming home away from home. Beachfront property on Sugar Beach. Enjoy the huge ocean views and Maui's colorful sunsets from your spacious private lanai. This condo has a large living room with great views of the Pacific Ocean and the islands...
COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!
**FAMILY FRIENDLY**If you are looking for a modern, luxurious retreat in Wailea with BRAND NEW EVERYTHING, look no further! This unit was completely gutted to the studs and every item was purchased brand new. Guests can enjoy:— Modern, deluxe kitchen with all new...
April 2025 ONLY 109/nt ! Reserve SOON! EXCELLENT REVIEWS! Close to the beach
Welcome to Unit #104! This remodeled condo offers the perfect blend of comfort and convenience. It features a brand-new Italian Queen sofa sleeper and new King mattress in the master with luxury linens/pillows Both the living room and bedroom have window A/C units to...
Beautiful Oceanfront Corner Unit
#240 is one of the top 1 bedroom, end unit, rental condominiums at Sugar Beach Resort, which is one of the top resort designations on Maui. Consider staying with us for the following reasons:1) Oceanfront property - Spectacular views down the southern beach coast, all...
Oceanfront Gem, Top Floor Views & Gorgeous Sunsets, KING Bed, FULL AC, DUAL Bath Sink, FAST WiFi
Hawaii Tax ID: TA-026-430-5152-01TMK: 390080030057The ocean at your doorstep.Every comfort at your fingertips.This is life as it should be… waking up to the sound of the ocean waves and topping off your day with a picture-perfect sunset on your...
Beautiful Ocean Front Condo - unit A-314
Maui Sunset is the perfect vacation home. The large 112 square foot private lanai, overlooks the beautiful gardens, pool and ocean. It is perfect for watching whales in the morning or sunsets in the evening. Located on 6.5 acres of oceanfront property makes Maui Sunset...
Newly Renovated Condo steps away from Kamaole II Beach
Our beautifully renovated condo has a fully equipped kitchen, new Stearns & Foster queen size bed, a queen sofa couch, smart TV, wireless internet, new bathroom with step in shower and a soothing plank floor. Beach towels and beach chairs are also provided. We are steps...
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Completely refurbished Building 9 1 bedroom, 1.5 bathroom condo across street from ocean on the best beach in Kihei. Beautiful partial ocean and Mt Haleakala views from the lanai. Pool and BBQ areas are a short walk away, Condo is loaded with the following...
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...
Maui Resort Rentals: Wailea Elua 2204 − Luxuriously Remodeled 2BR w/ Stunning Ocean Views, New Listing!
Boasting stunning panoramic views of the Pacific Ocean that extend deep into the home's living, kitchen, and dining areas, Wailea Elua 2204 is a luxuriously renovated second-floor villa featuring some of the most spectacular vistas South Maui has to offer. Watch...
Makena Surf E103 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf E103 is a stunning 1,510 square foot oceanfront vacation condo that epitomizes luxurious Hawaiian living. This first-floor residence offers an unparalleled indoor/outdoor experience with its innovative design featuring pocket doors that retract to seamlessly...
Shores of Maui 121 | Upgraded Condo, Pool + Lanai!
The very best of Hawaii awaits when you vacation at Shores of Maui 121. This ground floor one bedroom/one bath unit has tile floors throughout and is outfitted with lovely island-style furnishings, including a queen bed and quality sleeper sofa that comfortably allow...
BEAUTIFUL*Partial Ocean View by TOP Swimming Beach
Relax on the king bed in the master bedroom after a long day of snorkeling, hiking or sunbathing on the beach. Ceiling fans keep you cool at night and the TVs in the bedroom and living room keep you entertained after the sun goes down. This bedroom is roomy and...
Kihei Beach 606 - Direct Ocean Front, Breathtaking Top Floor Views, Central AC!
Enjoy unparalleled ocean views from this top floor unit, Kihei Beach Condominium 606. Beautifully remodeled, beach front, and overlooking Maui's longest golden sand beach. Start and end each Maui day with panoramic views that take in the Pacific far beyond the visible...
Beachfront, Stay right on the beach @ Hale Pau Hana
You could hike to the beach or stay right on the beach and enjoy being on the beach 24hrs a day. Wet sand views from our lanai, the sound of the waves coming ashore is always with you. You never leave the beach when you stay with us. We are a Premium class...
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
Newly renovated! Appliances, hardwood and tile floor, light fixtures, granite countertop, furniture... all brand new! Within walking distance of downtown Kihei, this gem of a condo is still far enough away that you can relax in peace and quiet with the beach across the...
Stunning Oceanfront Condo #512: Updated Luxury & Breathtaking Sunset Views!
Stunning, Front Row Ocean and Sunset Views! Updated and all new furnishings in late 2023. Clean, crisp and comfortable, this home has everything you will need to make your Maui vacation one that you will never forget. Fully equipped kitchen, plush beds and many other...
Top Floor Mana Kai, "Ali'i Level", Incredible Views, Fully Air Conditioned
Thank you for your interest in our Top Floor, Ali'i Level, Mana Kai condo. The direct ocean view from our condo as well as the fantastic location on the beach cannot be overstated! The Mana Kai is as good as it gets. Covid 19 Cleaning Info: We know that in order for our...
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...
505 – Lovely Oceanfront 1/1.5 unit – great ocean view with A/C!
Unit 505 is a fifth floor condo at the Kihei Surfside Resort is on the sought after ocean side of the elevator. It has a spectacular view from the kitchen, living room, dining area and lanai. It has been consistently upgraded by its long term owners. Overall, the unit...
Wailea Elua Village 2502 - 2 Bedroom Ocean View Condo
Wailea Elua 2502 is a beautifully renovated vacation rental located in the prestigious Wailea region of Maui. This spacious two-bedroom, two-bathroom condo offers stunning ocean views and a serene atmosphere, making it an ideal Hawaiian getaway. The spacious condo spans...
Makena Surf E302 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf E302, an exquisite ocean view vacation condo that perfectly blends antique charm with modern luxury. Spanning 1,038 sq. ft., this stunning third-floor suite features two beautifully appointed bedrooms, ensuring ample space for relaxation. As you...
Maui Sunset B123 Beachfront, Ocean View, Ground Floor Families! Pool! 3 Bedrooms
- Tastefully appointed, ground-floor, oceanfront condo. - Breathtaking, unobstructed sunset views!- Manicured park grounds directly accessed from the unit's lanai.- Tropical landscaping and outdoor pool with an activity desk for booking tours.- 3 bedrooms with sleeping...
You'll Love The Ocean Views! 5 Star Hospitality! Hoʻokipa at Wailea Ekolu.
ALOHA!Start your day with coffee and beautiful ocean views from the lanai, and finish the day watching amazing sunsets!Immerse yourself in the warmth of Aloha at Our Maui Condos - Ho'okipa at Wailea Ekolu Village. Discover the true meaning of Hoʻokipa, which means...
Ocean views and built-in desk in a bright condo
Nani Kai Hale 404 is a 1 bedroom, 2 bathroom condo featuring amenities such as an ocean view, a private lanai, and air-conditioning. Located on the 4th floor, this unit can accommodate up to 4 guests with a King-size bed in the bedroom and a Queen sleeper sofa in the...
Spring/Summer Fill in Special 249/nt Updated Designer Condo w/ Ocean Views
Welcome to Grand Champions 79! Located in the lush Wailea resort area, this 1 bedroom/two bath villa has been completely updated with new furnishings, a plush new King sized mattress and a fresh paint job. Once you step inside the professionally designed bottom floor...
Kamaole Sands 2-406 - Luxurious Renovation - Penthouse Ocean Views - Split AC
Undoubtedly one of the premiere units at the highly rated Kamaole Sands Resort, this newly remodeled luxury condo, Kamaole Sands 2-406, features every imaginable upgrade. AC in the living room, views of the ocean fronting Kamaole III Beach, and elegant, comfortable...
Private and Sweet Wailea 1 BD+2 BA Grand Champions Villa
Bldg. - 6 - Unit#54 - New Furniture! New personal amenities! new soft goods! An impeccable 1 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. Wailea Grand Champions Golf Villas is in the heart of the Wailea Resort Community in sunny South...
Villas By The Cove, Villa 1 · Go for an Ocean Swim From a Fun Beach Villa
Villa 1 at Villas By The Cove is an ocean view 1 bedroom Villa Suite located just steps from two of South Maui's most popular white sand beaches. Newly remodeled, and conveniently located, this 600 sq. ft. single story 1 bedroom villa offers ocean views, privacy and...
Treetop Studio 2nd floor, corner unit
This studio offers private lanai and kitchenette with sink, full size fridge and microwave. King size bed, and remodeled bathroom with walk-in shower. This is a corner unit and is quiet with no roads nearby. * Ideal for those who want to have breakfast and/or lunch at...
Beautiful Palms at Wailea Condo!
Escape to paradise at The Palms at Wailea Hotel & Resort! Our Mediterranean-style condo rental is nestled on a hillside, offering breathtaking views from the 2 porches! This unit accommodates up to 4 guests, complete with access to a community pool, hot tub, and...
Kihei Maui Beach house - On the water
Update: The Maui county council had approved the ban on short term condo rentals, effective 12/31/2030. There may have been some concern that this would cover rental properties like ours. It does not. Hopefully this provides some clarity if you have been following this...
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
If you're searching for a truly unique and comfortable Maui getaway, this artistic top-floor condo has it all! Recently remodeled and thoughtfully designed, this condo now features a brand-new kitchen and an advanced central split A/C system, providing climate control...
KBR #408 - 1 Bedroom/ 1 Bath Unobstructed Ocean Front unit on Sugar Beach!
Paradise awaits Kihei Beach Resort 408Look no further, beautiful custom upgrades throughout, oceanfront condo directly on Sugar Beach, the longest stretch of sand Maui has to offer and just steps from your door. Start your morning off relaxing on the lanai listening to...
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...
March 2025 & Beyond ~ Oceanfront Surfside #313
Thank you for taking a look at our VRBO Surfside #313 property. Luxury and comfort best describe this immaculate oceanfront Kihei Surfside unit, a wonderful and very popular 1-bedroom, one & one-half ( 1.5) bath unit on the third floor of the Surfside. The centerpiece...
Honeymooner's Delight, Private Pool & Property,Ocean Views, close to beach.
Maui County Permit Number BBKM2014/0004, TA-113-220-6080-01We believe in the Malama Hawaii program where visitors are respected as Ohana "family" and they in turn respect the aina (place) and it's people as Ohana. The MauiJOY 1Bedroom/1Bathroom Guest Suite is very...
HO'OLEI #24-3-BEAUTIFULLY APPOINTED VILLA-SLEEPS 10-METICULOUS CLEANING
Book With Confidence This Luxurious 3 Bedroom, 3.5 Bathroom (2619 sq. ft) Villa That Provides Everything That You Need To Have A Great Vacation. The House Offers Tremendous Vacation Experience With It's Amenities, Location, And Level Of Finishes. It Is Managed By PMI...
Pool View, remodeled, 5min walk to beach, King-bed. Ahuihou till we meet again
View of Pool, Ground Floor Condo, close to beach with AC in living room. Easy walk to some of Mauis BEST beaches. The pool area is located right out side our unit. Kitchen is stocked and has a gas stove and all the things you need to make Just about any meal. Cozy King...
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...
Special Rate! Enjoy Tropical Views across from the Beach
Beautifully Designed Condo! Enjoy Tropical Views! Centrally located in Kihei just 1 block from local surf spot,The Cove. Many World-famous beaches also just moments away include; Kamaole Beach I, II and III and Kalama Park.Enjoy stunning tropical views from your private...
504 - Beautiful Remodeled Oceanfront Stunning Ocean View WITH A/C!
This fifth floor condo at the Kihei Surfside Resort with A/C is on the sought after ocean side of the elevator. It has a spectacular view from the kitchen, living room, dining area and lanai. It has been progressively remodeled, most recently new porcelain flooring in...
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...
407 - Gorgeous Oceanfront one bedroom unit!
This fourth floor unit is a luxuriously appointed fully remodeled oceanfront property located on the sought after ocean side of the elevator. It is a one bedroom, one bathroom unit (504 sq ft plus lanai) that has spectacular ocean views from the living room, dining,...
Hale Kamaole 328 Third floor condo, easy access to best beach on Maui!
Tennis court, garden and Ocean View. This condo has a king bed in master bedroom, queen hide-a-bed in loft area. Living room has nice, comfortable, rattan furniture with an air conditioner in the living room. Downstairs bedroom has two twin beds. Very modern, new...
Mana Kai 601, Best Location in Building, on Best Beach
Location! Location! Location! The Mana Kai Resort is located right on one of the nicest beaches on Maui. It is 'Right There' on the beach with an unobstructed ocean view!!! Just fade off to sleep to the sounds of the surf. The ocean water is warm and clear, and the...
Kamaole Sands 1-407, Partial OceanView, Corner Unit, King Bed, AC, Kamaole Beach
New Split Air-conditioning System in all rooms! Welcome to our 2BR/2BA corner unit with partial Ocean View located at the Kamaole Sands in South Kihei. Just steps away from Kamaole Beach park and close to shopping, dinning and golfing.2BR/2BA corner unit with partial...
D211 Quiet & Private 2br2ba near Wailea 2025 Discount 10% 7 nts or more.nnnn
Maui Kamaole is a luxurious low rise townhouse style resort on 23 acres. It sits on a hill overlooking the ocean on the south Maui coast. It is landscaped with lush tropical plants and trees. It boasts 2 beautiful swimming pools and spas. The lower pool area is adjacent...
Wailea Ekolu 310 - Molokini to West Maui Ocean View, Modern Renovation, Split AC
Welcome to Wailea Ekolu 310, experience breathtaking, panoramic ocean views from main living area and over-sized lanai of this spacious single level luxury condo, in the heart of Wailea and convenient to world class golf, tennis, restaurants and shopping. Sweeping and...