
Beachfront holiday rental in Wailea
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Wailea

Total holiday rentals
Explore 210 holiday rentals in Wailea

Nightly prices starting at
Wailea holiday rentals start at $204 NZD per night before taxes and fees

Verified guest reviews
Over 8,140 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
210 of Wailea holiday rentals include Wi-Fi access

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

4.9 Average rating
Wailea stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated beachfront accommodation in Wailea
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

Mana Kai Palms Oceanfront Condo: Keawakapu Beach
Welcome to Mana Kai Palms Our luxurious, newly renovated condominium is located on Keawakapu Beach, named Maui's best for its pristine sand, clear waters, and abundant marine life. The Mana Kai Resort offers a wide range of amenities and with only 100 units, provides a warm, family feel. We are conveniently located minutes from all South Maui has to offer. Hosted by Tracy O'Reilly, a Superhost and #1 rated rental agent on Maui. Do as much as you want or as little as you desire at Mana Kai Palms

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!

Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore
Maui Parkshore 114 is located in front of globally-acclaimed beautiful Kamaole Beach Parks. Here you can have fun outdoors, or enjoy and create memorable fun indoors in a very comfortable and home-like setting. New site management keeps the Aloha spirit. Being a ground unit is part of the convenience-- no elevators to ride, stairs to climb, long hallways or long hikes from the beach, or from the car with groceries or after a long day of fun. Maui Parkshore 114 creates that uplifting experience.

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.

Mana Kai 608: Oceanfront Remod- February Now OPEN!
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5 star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best Property Manager in Maui, Tracy O'Reilly to take amazing care of you!

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 18.5% included in final price.

Top floor central AC| Two king suites| Kam 3 beach
A bright, quiet top-floor unit directly across from Kamaole III beach park, one of Maui's best swimming and snorkeling beaches. Central, whisper-quiet AC keeps the whole unit comfortably cool. Remodeled with modern bathrooms, kitchen, and wood floors. Two king suites, each with a private ensuite bathroom. The large covered lanai has ocean views on one side and Haleakala mountain views on the other, perfect for your morning coffee or sunset wine. Beach towels, chairs, and gear are available.

Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Ekahi Ocean Studio: Wailea Paradise by the 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.

Wailea Villa with Oceanfront Pool
Aloha, if you are looking for the perfect place to call home in Maui, you just found it! Our Wailea Ekahi Villa is a spacious and private home away from home that makes you feel far from it all yet is still close to everything! Wailea Ekahi is like your own private oasis w/ 35 acres of open grassy spaces, private walk paths and the most AMAZING oceanfront pool to relax in and melt all your worries away! NOTE - main pool closed Aug 10 to Oct 15 - discount included in price.

Fully remodeled, Ocean View, 3 mins walk to beach
You've found it! This beautifully renovated 750 sqft 2bd/2ba is your home away from home! This 3rd floor ocean view unit is in the most perfect location - short walking distance to world famous beaches like Charley Young, Cove Park (great for surfing), and Kamaole beaches, grocery stores, amazing restaurants, shopping & night life! Shopping at the Wailea Mall and world class golfing only 2 miles away. The complex also features a swimming pool and BBQ grills.

Ocean Front With Ocean View! AC, King Bed, 2 Bath!
E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands of Molokini, Kahoolawe and Haleakala while enjoying your morning coffee, evening cocktail, or anytime meal. Walk along the beach and experience beautiful sunsets framed by swaying coconut palms.
Popular amenities for Wailea beachfront rentals
Pet-friendly beachfront home rentals

Ocean View Superior Deluxe - 200

Lava Shack | 1BR • 2ACs • 250 Steps to Kam 2 Beach

Luxury condo 20 steps from beach/pool/hot tub #103
BeachHospitalityKitchen

Steps to Beach Sand & Surf

Paradise! Ground Floor 1BR AC Kamaole lll beach

Maui Beach House

Sugar Beach Bliss 2 - Oceanfront

Beautiful Top Floor Oceanfront Condo with A/C!
Beachfront home rentals with a pool

Updated 1st Floor Maui condo

Beach Dream Suite-Mana Kai Maui Resort

Amazing views at Oceanfront Studio

Romantic Beach Retreat, New King Bed & A+ Wi-fi
WalkabilityBeachLocation

Newly Remodeled 1bed/1bath, Kihei/Wailea

Stunning Ocean Views - September Specials $189

Spectacular Beachside 2BR+2BA at Maui Kamaole

Lovely Oceanfront Condo with pool
Private beachfront home rentals

Maui Kamaole A114 Kihei Ocean View & Whales!

Oceanfront Spectacular Condo

Wake Up in Maui — Walk Out & Start Your Beach Day

Elua 1310 Oceanfront -Family Managed-Remodeled9/25

Newly Remodeled-AC-Ocean Views-Modern Finishes

Beach Front Luxury in Makena

Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
ViewOutdoor spacesFamily

Gorgeous Condo in Wailea Ekahi Village!
Location
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $814 NZD | $764 NZD | $670 NZD | $636 NZD | $570 NZD | $609 NZD | $529 NZD | $548 NZD | $533 NZD | $573 NZD | $675 NZD | $826 NZD |
| 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 |
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