
Beachfront holiday rentals in Wailea
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Wailea
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

Stunning Ocean Views - Jan Special $265
*PLEASE NOTE A 14.8% HAWAII STATE TA/GE TAX WILL BE ADDED AND COLLECTED BY THE END OF YOUR STAY** COMPLETELY REMODELED THIS SUMMER IN A COMFORTABLE MODERN-TROPICAL STYLE. THE HIGHEST THREAD- COUNT LINENS AND TEAK THROUGHOUT THIS HIGH STYLED CONDO. HUGE VIEWS FROM THE MODERN KITCHEN, LIVING ROOM AND LANAI All SET IN THE HEART OF KIHEI. FABULOUS LOADS OF BEACH GEAR SURFING LESSONS DOWNSTAIRS BIKE RENTALS DOWNSTAIRS PARKS AND BEACHES ACROSS THE STREET 2 BLOCKS FROM SOME OF KIHEI'S FINEST RESTAURANT

Ocean view and beach by Wailea
Infants and children welcome! Ocean views, beach across the street. Large lanai. Indoor and outdoor dining. Large bedroom, king bed, ensuite, east facing second lanai off bedroom. Guest bathroom living room. Double height single air mattress, pac n play, high chair. Comfortable and quiet split system A/C. Toys, beach wagon, umbrellas, beach chairs, boogie boards, beach towels provided. Close to shops and restaurants. Tennis courts and two pools in complex. Reserved parking by front door.

Oceanfront Mana Kai Penthouse..Heaven meets Earth!
Aloha and E Komo Mai! (Welcome) Where Heaven meets Earth! Immerse yourself in the best location and bi-coastal oceanfront views to spend your luxury vacation experience in South Maui. This Mana Kai penthouse is on the 8th floor (806) and includes two-bedroom suites on the world-famous Keawakapu Beach. Located on the longest sandy beach in Wailea (2.75 miles), you will enjoy excellent snorkeling, body surfing, whale watching, scuba diving, paddle boarding, and kayaking literally at your doorstep

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC
Wailea Ekahi is a luxurious resort fronting onto beautiful Keawakapu Beach with acres of tropical grounds and 4 pools. Unit 16B is a mid property, renovated ground floor ocean view studio unit (500 sq feet) with a King sized bed, walk in shower and full kitchen. Enjoy your morning coffee and meals from the peaceful, shaded lanai which opens onto the lush greenspace and gardens while enjoying ocean views. A short walk to the beach, pools, luxury shopping, highend dining and golf courses.

Full Ocean- Full Sunsets- Beaches at Royal Mauiian
Hawaii License: T-174-283-2640 Full ocean & beach front - all year sunsets. Royal Mauiian - Highly sought location in S. Kihei. Nicely done 1 BR - 1 BTH Nicely furnished, very streamlined open feel. Walk to restaurants, steps to Kam 1 beach, close to shops & activities. Rent a paddleboard, buy Hawaiian memorabilia, or shop at Harvest Moons - close by. Split Air in Bedroom & Living Area. Fully equipped kitchen. In Unit Laundry GET & TAT tax total of 17.75% included in final price.

Stunning Ocean Views
Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

Sugar Beach Resort Beach / Ocean Front Unit 426
SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom have maple cabinets and elegant granite counter tops. There is a comfortable king size bed, a well-stocked kitchen, central AC, with all new bamboo floors throughout, and a new washer / dryer. The Condo is owned and maintained by Maui residents.

Top Floor Ocean Views | Beach & Restaurant Access
As Maui heals, the community welcomes visitors to enjoy this beautiful island. Your presence will be a great way to give back and support local businesses. We are happy to host you :) Views From the Six is a gorgeous sixth-floor, penthouse condo in the perfect location. Enjoy unobstructed oceanfront views, a 2 min walk to the beach, and delicious food options nearby. ★ Panoramic oceanfront views ★ Walk to beach, food trucks, surf school ★ Resort amenities (beach gear, toiletries)

Maui Kamaole Retreat Modern Remodel, Close 2 Beach
Aloha and welcome to your Maui escape! 🌺 This newly remodeled coastal-modern condo in Kihei is just a short walk to world-class beaches. Enjoy upgraded interiors with marble counters, walk-in showers, LED mirrors, SMART TVs, and A/C in every room. Step onto the lanai to take in lush garden views—perfect for morning coffee or sunset cocktails. The resort features two pools, hot tubs, tennis courts, and BBQ grills. Whether you're relaxing or exploring, your Maui getaway starts here!

Newly Remodeled 1bed/1bath, Kihei/Wailea
Aloha, welcome to Hale Kamaole, a beautiful quiet resort across the street from one of Maui's most popular beaches. Only a 3-minute walk to Kamaole park. A place that you can enjoy the incredible sunset. Newly owned one bed/one bath, sleeps up to 4 people w/ a queen-size pull-out couch. Pool/jacuzzi/tennis court and BBQ for family gatherings are available. Cable/WiFi/landline also available. This newly remodeled condo has A/C in the living room and a bedroom to help you stay cool.

Wailea Couples Retreat, 300 FT To Keawakapu Beach
Ekahi Ocean Studio is perfectly located in the lower village of Wailea Ekahi (ground floor), 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. You can spend your days lounging at the beach or oceanfront pool, running along the nearby beachfront pathway, exploring nearby Wailea restaurants and resorts or enjoying our cook's kitchen and your private Lanai.

180° Ocean views • Luxe condo • Steps to Beach
Enjoy panoramic ocean & sunset views year round from, Kihei Lani, a 5th floor luxury condo that artfully blends contemporary design, modern amenities and island style. Full, whisper quiet AC in all rooms! Ideally located in Kihei, the condo is right across the street from the best beaches on Maui and is walking distance to excellent restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.
Popular amenities for beachfront rentals in Wailea
Pet-friendly beachfront home rentals

Kahului Bay Dream - Perfect for Families | Pool

Amazing Oceanfront Apartment

Paradise! Ground Floor 1BR AC Kamaole lll beach

Maui Beach House

The Lava Shack

Beautiful Top Floor Oceanfront Condo with A/C!

Adorable Romantic Studio

Luxury condo 20 steps from beach/pool/hot tub #103
Beachfront home rentals with a pool

Fully remodeled, Ocean View, 3 mins walk to beach

*25% Off-Steps to Beach-AC in Every Room-Remodeled

OCEAN VIEW/FRONT A/C Modern 2Bed/2Bath Penthouse

Oceanfront Condo. Pool & Spa, 1 Br.

Chic Maui Condo Steps From Beach & Ocean

Can be 2 Units! Modern On Beach Ocean View Balcony

Stunning Ocean View Penthouse - Steps to Beach

Island Surf #206 Your South Maui Gem is here
Private beachfront home rentals

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Newly Remodeled-AC-Ocean Views-Modern Finishes

Wailea Elua 1101 - Beachfront Section - Ocean View

Wailea Ekahi Gem! | 2 Beds | Steps to Beach & Pool

Wailea/Kihei 2Bed 2bath, Beach Shops steps away

Gorgeous Condo in Wailea Ekahi Village!

Elua 1310 Oceanfront -Family Managed-Remodeled9/25

Maui Retreat Ekahi 50F -All YOU Need!
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $500 SGD | $514 SGD | $502 SGD | $461 SGD | $392 SGD | $430 SGD | $401 SGD | $415 SGD | $403 SGD | $385 SGD | $429 SGD | $487 SGD |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
Quick stats about beachfront rentals in Wailea

Total holiday rentals
Explore 230 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $154 SGD per night before taxes and fees

Verified guest reviews
Over 7,760 verified reviews to help you choose

Family-friendly holiday rentals
140 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
230 of Wailea holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wailea rentals

4.8 Average rating
Wailea stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Beach apartment rentals Wailea
- Rentals with a hot tub Wailea
- Apartment rentals Wailea
- House rentals Wailea
- Fitness-friendly rentals Wailea
- Family-friendly rentals Wailea
- Hotel rooms Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Villa rentals Wailea
- Flat rentals Wailea
- Luxury rentals Wailea
- Rentals with a kayak Wailea
- Rentals with pools Wailea
- Rentals with beach access Wailea
- Rentals with an EV charger Wailea
- Rentals with a sauna Wailea
- Waterfront rentals Wailea
- Townhouse rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with a patio Wailea
- Serviced apartment rentals Wailea
- Beachfront rentals Maui County
- Beachfront rentals Hawaii
- Beachfront rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Pahoa Beach
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Palauea Beach
- Puu Olai Beach
- Changs Beach
- Kaipukaihina
- Polo Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kapua
- Wailau Valley
- Things to do Wailea
- Sports activities Wailea
- Food and drink Wailea
- Nature and outdoors Wailea
- Things to do Maui County
- Nature and outdoors Maui County
- Food and drink Maui County
- Sports activities Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Food and drink Hawaii
- Entertainment Hawaii
- Tours Hawaii
- Wellness Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Art and culture Hawaii
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States
- Tours United States
- Food and drink United States






