Lovely Remodeled 2BR, 2BA Condo, across from Kamaole beaches, Sleeps 4-6.From $300/night · Sleeps 6
South Maui Beach Condo Town
Kihei Vacation Rentals
Kihei Vacation Rentals – Oceanfront Condos & Resorts 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 stay, Kihei offers the sunshine, affordability, and island charm to make your Maui vacation unforgettable. Start exploring your right Kihei vacation rental today!
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Rental Listings
Kihei Vacation Rentals Listings
Map View · Page 4
Kihei Vacation Rentals Map
Lovely Remodeled 2BR, 2BA Condo, across from Kamaole beaches, Sleeps 4-6.From $300/night · Sleeps 6
One-of-a-Kind Maui Getaway!From $3,000/night · Sleeps 10
Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023From $292/night · Sleeps 4
Picturesque Ocean View Condo - Last Minute Deal! Beautiful Wailea at Elua 2002From $900/night · Sleeps 6
Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family FriendlyFrom $931/night · Sleeps 8
Luxurious Oceanfront Makena Surf Three Bedroom Three Bathroom CondoFrom $990/night · Sleeps 8
Amazing Ocean Front at Sugar Beach Resort #519, High End Remodel, 1Bed/1BathFrom $365/night · Sleeps 2
Direct Oceanfront/Beachfront Luxury! Recently RemodeledFrom $485/night · Sleeps 4
Beautiful Ocean Front Ground Floor NEWLY RENOVATED 3 BRMFrom $949/night · Sleeps 8
Beautiful, Renovated, Hale Kamaole 159From $125/night · Sleeps 4
Squeaky clean groundfloor Sugar Beach 104From $229/night · Sleeps 4
Beautiful Pacific Shores Condo 2BR, 2BA Full A/C & ready for your Maui visit!From $150/night · Sleeps 4
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top floodFrom $319/night · Sleeps 6
Remodeled 1 BR Garden View Maui Kamaole Condo - Short Walk to BeachFrom $223/night · Sleeps 2
Designer - Best View!Ground Flr 2 Bdm/2Bth 39c! Remaining Spring Summer$400From $910/night · Sleeps 7
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk EverywhereFrom $2,004/night · Sleeps 8
New "Beachy" 1BR, 2 Bth Kihei Condo w/Ocean/Mtn View-No Resort Fees!From $200/night · Sleeps 4
Unquie Artists Condo HomeFrom $262/night · Sleeps 6
Full Ocean View, Pool & Spa - 2B2B A/C. Last chance for dates in May.From $371/night · Sleeps 4
Steps To The Beach, Ocean View From Lanai, (Ground Floor, A/C, W/D, End Unit)From $149/night · Sleeps 4
Stunning Beach Front TownhouseFrom $440/night · Sleeps 6
Enjoy a Piece of Paradise with Ocean View, Whale Watching, Snorkeling and More!From $469/night · Sleeps 2
DISCOUNTED RATES! Brand New - Completely Remodeled, steps from the beach.From $214/night · Sleeps 4
Beautiful Condo with Awesome Sunset ViewsFrom $245/night · Sleeps 6
Beautiful Oceanview Condo with Spectacular Sunsets! - UpdatedFrom $319/night · Sleeps 4
FLASH SALE 25% OFF MAY Oceanfront 2bd/2bth Penthouse w/AC Menehune Shores #625From $376/night · Sleeps 6
Oceanfront...Endless Sunsets Everyday!From $483/night · Sleeps 6
South Kihei Top floor Ocean View & easy walk to the beach.From $196/night · Sleeps 4
Wailea Grand Champion Villas 3-Bedroom updated Home centrally located in WaileaFrom $470/night · Sleeps 7
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on MauiFrom $719/night · Sleeps 6
Beachside Penthouse ❀ Royal Mauian 604From $828/night · Sleeps 4
Maui Wailea Escape 2 Bedroom, 2.5 Bath Condo #23A - View, Pools, Walk to BeachFrom $1,036/night · Sleeps 5
Beautiful Kihei Condo on the Water with best pricesFrom $220/night · Sleeps 2
From $300/night
Lovely Remodeled 2BR, 2BA Condo, across from Kamaole beaches, Sleeps 4-6.
Welcome to our beautiful fully remodeled 2 bedroom, 2 bath luxury condo located in the stunning and lush Maui Kamaole complex located at the south...
From $3,000/night
One-of-a-Kind Maui Getaway!
The Butterfly Home | Maui, HawaiiDesigned to blend modern luxury with the spirit of aloha, The Butterfly Home is a private ocean-view retreat for...
From $292/night
Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
• Oceanfront• Split A/C units• King bed• Remolded Oct 2023• Beach access from condo complexFully remodeled in October 2023, this custom built,...
From $900/night
Picturesque Ocean View Condo - Last Minute Deal! Beautiful Wailea at Elua 2002
Wailea Elua #2002 Ocean View CondoThis newly remodeled in 2021 second floor 2 bedroom and 2 bathroom condo has an open floor plan, large lanai that...
From $931/night
Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly
The fabulous Sunset Beach House is located on a sandy beach in the sunniest part of Maui. This 3 bedroom home will be the perfect location for your...
From $990/night
Luxurious Oceanfront Makena Surf Three Bedroom Three Bathroom Condo
Your fully beautifully furnished and decorated, remodeled, three bedroom, three bath oceanfront condominium awaits you with breathtaking unrestricted...
From $365/night
Amazing Ocean Front at Sugar Beach Resort #519, High End Remodel, 1Bed/1Bath
Sugar Beach Resort is located north of downtown Kihei on beautiful Sugar Beach. Sugar Beach stretches for miles on Maui's Maalaea Bay. Stay in our...
From $485/night
Direct Oceanfront/Beachfront Luxury! Recently Remodeled
Experience a slice of heaven... Bask in the breathtaking views and sounds of the lapping waves from the lanai, living room, and master bedroom. Fall...
From $949/night
Beautiful Ocean Front Ground Floor NEWLY RENOVATED 3 BRM
Our condo is family owned and operated and is a beautiful and spacious 3-bedroom beach front condo offers stunning ocean views from the living room,...
From $125/night
Beautiful, Renovated, Hale Kamaole 159
Hale Kamaole 159 is ready for your ideal Maui beach vacation! It is a recently renovated, exceptionally clean, 1 bedroom, 1 bath condo located in...
From $229/night
Squeaky clean groundfloor Sugar Beach 104
Welcome to your laid-back Maui escape at Sugar Beach Resort — a stylish beachfront condo perfect for couples looking to slow down, reconnect, and...
From $150/night
Beautiful Pacific Shores Condo 2BR, 2BA Full A/C & ready for your Maui visit!
This VRBO listing is a fully renovated and very well furnished and equipped condo located in the Pacific Shores complex in the heart of South Kihei,...
From $319/night
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top flood
• Oceanfront• Central A/C • King bed and queen bed• Remolded March 2023• Beach access from condo complexWelcome to our home at Kauhale Makai 612. Our...
From $223/night
Remodeled 1 BR Garden View Maui Kamaole Condo - Short Walk to Beach
Our ground floor unit is located in the Melia "M" Cluster, and is among the newest and most private buildings in the Maui Kamaole complex. We...
From $910/night
Designer - Best View!Ground Flr 2 Bdm/2Bth 39c! Remaining Spring Summer$400
Note that the main pool will be closed August 10-October 15, 2026. The other three pools, beach pavilion kitchen, fitness centre, beach bathrooms,...
From $2,004/night
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
The best location in Wailea! Quick 2-minute walk to Wailea beach, shops, restaurants & the stunningly scenic Wailea Beach Path. BOOKING...
From $200/night
New "Beachy" 1BR, 2 Bth Kihei Condo w/Ocean/Mtn View-No Resort Fees!
We invite you to come and visit our condo and enjoy not only our 1 BR, 2 bath, full kitchen, LR, DR and no resort fees condo but also our private...
From $262/night
Unquie Artists Condo Home
Koa resort condo community has 5 tropical landscaped acres with 5 low rise buildings surrounding an Olympic sized pool. Ground floor unit completely...
From $371/night
Full Ocean View, Pool & Spa - 2B2B A/C. Last chance for dates in May.
Full Renovation completedNew Full Air-conditioning, split system, units located in living room and both bedrooms Enjoy your early morning coffee, or...
From $149/night
Steps To The Beach, Ocean View From Lanai, (Ground Floor, A/C, W/D, End Unit)
Enjoy Sunny South Kihei in our comfortable newly remodeled condominium in the Kihei Kai Nani Resort. Wake up to mountain views of Haleakala Volcano...
From $440/night
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...
From $469/night
Enjoy a Piece of Paradise with Ocean View, Whale Watching, Snorkeling and More!
Check with the State of Hawaii for the latests rules and requirements prior to your trip. ************************************************* We know...
From $214/night
DISCOUNTED RATES! Brand New - Completely Remodeled, steps from the beach.
Please note: this property is not suitable for children under 13. This gorgeous unit was remodeled in 2020 and professionally designed with the most...
From $245/night
Beautiful Condo with Awesome Sunset Views
Beautiful two bedroom two bath luxury condo. Kitchen with granite counter tops and all stainless steel appliances. Bathrooms with granite counter...
From $319/night
Beautiful Oceanview Condo with Spectacular Sunsets! - Updated
Located on five miles of sandy beach on Maui’s southwest shore, the lovely Sugar Beach Resort will capture your heart. Take a leisurely stroll down...
From $376/night
FLASH SALE 25% OFF MAY Oceanfront 2bd/2bth Penthouse w/AC Menehune Shores #625
Nani Kai Escape is a 6th Floor Oceanfront Penthouse with breathtaking ocean views offering the perfect Hawaiian getaway. Maui is known for it's...
From $483/night
Oceanfront...Endless Sunsets Everyday!
This charming three bedroom home offers a private "local" experience in one of Maui's rare oceanfront neighborhoods. With idyllic views of the ocean...
From $196/night
South Kihei Top floor Ocean View & easy walk to the beach.
2 Bedroom, 2 Bath, Sleeps 4 (2 Queen Beds) This spectacular TOP floor unit features Split System air conditioning which allows for individual climate...
From $470/night
Wailea Grand Champion Villas 3-Bedroom updated Home centrally located in Wailea
Aloha, our home is located in the center of Wailea on the first hole of the Wailea Blue Course and I is perfect for families or couples. The 3...
From $719/night
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
Stay just minutes from Maui’s most beautiful beaches in this newly remodeled 3-bedroom, 2-bath private home in Wailea/Kihei. Ideally located near...
From $828/night
Beachside Penthouse ❀ Royal Mauian 604
Experience No. 604 at Royal Mauian, a comfy top-floor, air-conditioned beachfront sanctuary with breathtaking views. Nestled between two white sand...
From $1,036/night
Maui Wailea Escape 2 Bedroom, 2.5 Bath Condo #23A - View, Pools, Walk to Beach
Sun, fun and the Hawaiian Island lifestyle is waiting for you! Our townhouse is located in the beautiful beach front property of Ekahi Village....
From $220/night
Beautiful Kihei Condo on the Water with best prices
Unit B105 in sunny Kihei, is a ground floor walk in condo with a large lanai. Located at the ocean end of building B, in The Waiohuli Beach Hale...