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!
Wailea Elua 2007 – Oceanview Luxury Condo in the Heart of Wailea
Welcome to Wailea Elua 2007, a stunning 1-bedroom, 2-bath vacation retreat with gorgeous ocean views, a spacious private lanai, and upscale island furnishings throughout. Perfectly positioned within the prestigious Wailea Elua Village, this beautifully appointed condo...
Wailea Ekahi Gem! Remodeled Large 1BR+sleeper, Close to Beach & Pools, XL Lanai
Experience Maui paradise at Wailea Ekahi 21B, a fully renovated ground-floor one-bedroom/two-bath vacation condo nestled within the prestigious Wailea resort district. This beautiful unit showcases a designer remodel, offering a spacious, modern, and bright atmosphere...
Hale Kamaole 276 Second floor condo, easy access to best beach on Maui!
**7 Night minimum stay required**Ocean Views Forever – also overlooks beach. Unit just completely Upgraded and remodeled with high end materials, finishes and furniture. Master Bedroom has King Size Bed, spacious Master Bathroom and large flat screen TV. Downstairs...
Wailea Elua 808 - Scenic Ocean Views, Classic Wailea Charm, Central AC, Wi-Fi
Welcome to Wailea Elua 808, your ideal Maui retreat. This spacious 2-bedroom, 2-bath condo offers the perfect setting for a relaxing getaway or a family vacation. With a thoughtfully designed floor plan, stylish furnishings, and ample natural light, you'll feel at home...
Ekahi 8F, Oceanview Studio, extremely close to Beach and Main Pool! 2nd Floor
Escape to paradise with stunning ocean and green belt views from the lanai of this 2nd floor studio. 8F is a fully-furnished studio featuring cathedral ceilings, a comfortable living area, a California King bed, and a fully-equipped kitchen. The layout and décor of our...
Rainbow Deluxe - 2 BR/2 BA Cottage - Simply Wonderful!
'RAINBOW DELUXE' is a 700 square foot standout 2 bedroom / 2 bath fully licensed vacation home conveniently located in Maui Meadows, along the south shore of Maui, Hawaii. Our luxury Polynesian pole cottage sits on its own quarter acre, ideally nestled in a peaceful...
130K Hawaiian Reno on Wailea Blue Golf *Ocean View
BRAND NEW 130K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the Grand Champions at Wailea with incredible ocean views from the patio.We are perfectly located just down from Money Pod+up from The Shops of...
Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach
Ekahi Ocean Studio is a studio perfectly located in the lower village of Wailea Ekahi (#8C), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat....
Featured on A&E's Vacation Rental Potential! Luxury Family Condo! AC and Pool!
**JUST OPENED CALENDAR FOR WINTER 2026**Modern Luxury! Featured on A&E home show Vacation Rental Potential. This luxurious, modern retreat at The Palms at Wailea was recently completely renovated from the studs out! NEW AC SYSTEM! Unit #706 is very quiet and does NOT...
Beachfront Paradise! Updated, Fresh and Ready for your tropical getaway.
Need more Info? Not sure of Dates? Got Questions? Click "Ask Owner a Question" link on the right. We are here to help!***This property is guaranteed Maui-approved (zoned) for short-term rental and is NOT subject to the ongoing controversy of attempts to limit short term...
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING
Book With Confidence, This Gorgeous, Newly Remodeled, 4 Bedroom, 2.5 Bathroom Private Home, With Modern Finishes, Located In A Residential Neighborhood In Central Kihei That Has Been Permitted For Short Term Vacation Rentals (STRH Permit #STKM2018/0005). This Home Is...
Kamaole Sands 1 BR/2 BA Oceanview w/Large Lanai (Unit 2-303)
Kamaole Sands has acres of luxuriant tropical gardens and private spots for picnics by the fountain pond. Stroll along golden sand beaches and enjoy an ocean full of water sports including snorkeling! Shopping and restaurants are just minutes walking distance away....
Spectacular Ocean Views! 5 Star Reviews! ʻIke Kai at Wailea Ekolu Village
Aloha!Start your day with coffee and beautiful ocean views from the lanai, and finish the day watching amazing sunsets!Welcome to our Our Maui Condo! ʻIKE KAI, which means "OCEAN VIEWS," offers a one-bedroom, two-bath, ground floor retreat that will delight even the...
Remodeled Condo W/Ocean Views-Kamaole Sands 10301
Kamaole Sands unit #10301 on the third-floor: Plush new furnishings enhance the living room, with a brand new flat screen TV and a pull-out sofa couch for additional comfort. Sliding glass doors open from the living room to a fully furnished lanai, where you can enjoy...
Tracy's Tropical Treasures earned "Best in Kihei" four times and “#1 in Maui”
Aloha from Maui…Thank you for your interest in Tracy’s Tropical Treasures for your upcoming Maui vacation. I would be honored to assist you.~ Welcome to Tracy's Tropical Treasure #2 (Unit 222): the Corner Penthouse. This condo is a fully loaded, award winning, legal...
Island Chic w/Loft! AC, Lanai, Kitchen, WiFi, Flat Screens+Laundry–Kamaole Sands 9411
Toast epic sunsets on the lanai of this modern 1,200sf suite with Pacific view. Tropical style rolls out with a spiral staircase to loft and master bedrooms, modern kitchen flowing into the open living area, laundry, ceiling fans, AC, WiFi, flat screens and DVD. Sleeps...
Royal Mauian #307: Beachfront Bliss with Stunning Views & Resort Amenities
Royal Mauian #307 – Oceanfront Views in the Heart of KiheiRoyal Mauian #307 is a two-bedroom, two-bathroom condo offering breathtaking views of the Pacific Ocean and Maui’s stunning coastline. Perfectly located along the oceanfront in South Kihei, this unit combines...
Newly Renovation, All New: Beds, Furniture, Floors, Kitchen Counters and Island
This elegantly remodeled and redecorated, modern vacation home resulted from the collaboration of sophisticated and tasteful owners, and a world-class Maui- based designer. The contempory elegant touches and design fluidity will be above and beyond your expectation!...
*Charming with OCEAN VIEW and Fully Renovated*Ideal Location
This FULLY RENOVATED cute condo is located near the amazing Kamaole Beach II, in the popular town of Kihei. With six endless miles of white sand, pristine ocean, delicious restaurants, farmers markets and craft fairs, this is the best location for your relaxing...
*Nani Kai Hale 507* Beachfront Maui Condo!
New Remodeled bathrooms! With breathtaking ocean views right on the beach, this 5th floor beautifully decorated unit offers full beachfront access. The master bedroom features a California king bed with a en suite tiled walk-in shower. There is also a sofa sleeper in...
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean SunsetsDiscounts for Extended Stays. Digital Nomads Welcome!Clean & Green Sleep Suite Beyond Luxury to Vibrance Thank you so much for considering A502 Maui Sunset for your Time, Energy and Money....
Large Private Lanai with Ocean View
Congratulations! You've discovered Kamaole Sands, the best holiday complex in Maui. Now you have found one of the best units in the complex!Top 10 Reasons Why this Unit Is For You:1. Large Lanai-Far fewer than half the units in Kam Sands have a large lanai. Settle for...
Serene atmosphere with lush garden views
Welcome to Maui Kamaole K104, a tranquil oasis nestled within the heart of paradise. This ground floor unit, boasting 1 bedroom and 2 bathrooms, offers a haven of comfort for up to 4 guests, surrounded by lush garden views that inspire serenity and relaxation. From the...
Ekahi 34F - Best Panoramic Ocean View!!
Wailea Ekahi 34F in Ekahi Village - A modern vacation escape.Our fully renovated condo with spectacular views has everything you need for your perfect vacation, located in the sought after area of Wailea on the island of Maui.Our condo features 2 master suites that...
Wailea Elua Village 107 - 2 Bedroom Ocean View Condo
Located just steps from the beach in the heart of Wailea, Elua Village 107 is a beautifully appointed two-bedroom, two-bathroom ground-floor residence that offers the perfect blend of comfort and island elegance. With a spacious layout and tasteful décor, this...
Beachfront Retreat with Stunning Ocean Views at Hale Pau Hana on Kam II Beach.
Anchor Cove D2 is a single story property perched at the beachfront on the beautifully landscaped grounds of Hale Pau Hana Resort. Originally the resort restaurant, the building was reconstructed as a side by side duplex. Its prime location, large size, and proximity to...
Stunning Beach Front Townhouse
Beautiful BEACH FRONT townhouse on Sugar Beach. 'Maalaea Surf is one of Maui's best kept secrets.' Spaciously spread over 5 acres of tropical gardens, Maalaea Surf sits directly on a beautiful white sandy beach which stretches for 5 miles. Beautiful sunsets and seasonal...
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
Aloha from MauiBreaking News! Iconic, cultural, beautiful Maui is back in business. We are proud to be welcoming guests to our award winning, legal vacation rental. This ocean view condo is remodeled & includes a kitchen with full size appliances. Our condo will be your...
Wailea Ekolu 1207 2 Bedroom 2 Bath Condo
Relax at our quiet 2 bedroom /2 bath condo with stunning views overlooking the Wailea Blue golf course all the way to the ocean. Guests can enjoy amenities like a washing machine, AC, and WiFi during their stay. We hope you'll enjoy your stay at our condo.
Boutique Oceanfront Vistas
Summary:Elegantly remodeled oceanfront studio with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming...
Luxury Condo in Wailea with sweeping views
2 large master ensuite bedrooms with Cal King beds. Sweeping views of Kaho'olawe, Molokini, and Lanai islands and spectacular sunsets. Beaches, restaurants, and Shops of Wailea all within walking distance. Fully equipped kitchen, with plenty of dining wear and cooking...
Only Steps to Ulua Beach and the main Wailea Ekahi Pool/Pavilion -1 Bd+2Ba
New A/C system, new bed and mattress, new furniture, new electronics. Professional Photos Pending - Wailea Rentals presents: Wailea Ekahi Village 8E - Ekahi means #1 in Hawaiian and that is exactly what Ekahi Village is - 1 of Wailea's top luxury beachfront condominium...
Wailea Grand Champions 183 - 2 Bedroom Garden View Condo
Welcome to Wailea Grand Champions 183, a luxurious vacation rental that perfectly blends comfort and style in the heart of Maui\'s paradise. This stunning two-bedroom, two-bathroom retreat offers an exceptional experience for discerning travelers seeking a memorable...
Perfect location in Kihei! 5 minutes to the beach!
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...
Oceanfront: Amazing Location, Steps to the Beach! Split AC, Pool, King Bed
Aloha from Sea Breeze at Menehune Shores! This remodeled 2 bedroom and 2 bath oceanfront condo in South Kihei’s Hotel Zone offers breathtaking ocean views from the 4th floor. Enjoy direct beach access, a pool, and a kid-friendly lagoon perfect for swimming. The condo...
Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,AC
Beautifully remodeled house with ultra-quiet split AC systems in every room, fun for everyone with the new Infinity game table, whole house water filtration system, ceiling fans, resort-style landscaping and lighting.Within a 10 to 15-minute walk of 40 restaurants,...
LOCATED IN HOTEL ZONE - LUXURY PENTHOUSE WITH UNSURPASSED VIEWS!
For a 3D Virtual Tour visit: https://my.matterport.com/show/?m=L3Tz1rjZxSBYou Tube Video: http://www.youtube.com/embed/K_Hw2vwAIkIWelcome to Hala Kahiki - our hidden paradise located in the heart of south Kihei just steps from Kamaole Beach! This luxury Penthouse Condo...
Stunning Deluxe Ocean View W/Lanai-Kamaole Sands
Kamaole Sands unit #10208 is located on the second floor: With all the space, comfort, and amenities necessary to accommodate an unforgettable Maui retreat, there is no place better than this recently remodeled one-bedroom/two-bathroom condo located within a block from...
🏝️SUMMER Deals - Walk to the beach, great and convenient location LSV15🏝️
South Maui Condo Steps from the BeachWelcome to our bright and airy second-floor end unit in the heart of Kihei. Located in Building 4, Unit #223, this condo offers windows on three sides, allowing natural light and refreshing trade winds to flow through.What Makes This...
Stunning Views from only double lanai Penthouse unit.
Fresh, remodeled one bedroom, best unit in the building!This double lanai, dual view top floor penthouse is absolutely over the top!NOTE: You may have heard about Maui banning some vacation rentals. The County Council is voting to ban 7,000 units (out of the 14,000...
Panoramic Ocean View Condo
Welcome to our little slice of paradise. Our condo is located across the street from Cove Park in Kihei at the Shores of Maui. Your morning cup of coffee view will be a panoramic shot of the pacific ocean with surfers you can nearly throw rocks at. This air conditioned...
Newly remodeled corner unit w/ large patio -Wailea Treasure awaits you!
In sunny Wailea, a short stroll to some of south Maui's most incredible sand beaches, you will find our WAILEA TREASURE! Close proximity to all of the great Wailea amenities like world class resorts, golf, tennis and shopping. We offer a recently remodeled (down to the...
Ocean View, Steps away from the pool
"COVID-19: Dear travelers. Even though we have always maintained an exceptionally clean property, you can rest assured that we are following the guidelines of the CDC and Expedia/VRBO for enhanced cleaning and disinfecting of short term rentals. Additionally, the State...
ADORABLE*Modern Beachy Decor Studio in South Maui
** A Solar Panel Removal and Installation Project will occur in the KIHEI BAY SURF Complex in the month of July 2024. There could be times of intermittent noise and dust. Rates have been discounted to reflect accordingly.This studio offers every amenity to make for a...
Beachfront Luxury - Polo Beach Club #707 - Amazing Views & Location!
Polo Beach #707Indulge in the refined elegance of Polo Beach #707, a fully remodeled “Maui Modern Masterpiece” at the exclusive Polo Beach Club in Wailea. This luxurious two-bedroom, two-bathroom condo offers unobstructed ocean views, high-end interior finishes, and...
Honu Sunset Steps to the Beach!
When you vacation at Honu Sunset, you’ll embark on the trip of a lifetime! Surrounded by lush tropical greenery and within moments of some of the most beautiful beaches in the world, the opportunities to create lasting memories are endless. Housed in the 23-acre Maui...
Fun Condo / Ocean View Escape
Aloha! Discover Shores of Maui #122, a hidden gem in a prime location!!!!! We have a brand new air conditioning in the Living room and in the bedroom to keep you cool! This one-bedroom, one-bathroom condo also features a cozy queen bed, a twin bed, and an Italian...
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout
Kihei Akahi C310 is a fantastic 1 bedroom, 1 bath condo. It has an ocean and Haleakala view from the lanai (balcony). It was completely renovated in 2022, with new furniture, new appliances - new everything! It has been modernized with Mitsubishi split A/C units in both...
Wailea Elua Village 1102 - 1 Bedroom Ocean View Condo
This ocean view one-bedroom Wailea Elua Village condo is a great home base for experiencing the joys and beauty of south Maui. Easily walk down to the white-sand Ulua Beach that fronts this property. Be one of the first in the ocean in the morning to snorkel the...
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
We do not Rent on Craigs list if you find this on any other site it is a scam be careful there are lots of scams ,NEVER wire money ..Please READ the whole Description below about the pool below,Mahalo Hale Manu Mele B&B permit #BBKM2013/0001.Tat # TA-031-786-3936-01 The...