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

Total vacation rentals
Explore 210 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at $120 per night before taxes and fees

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

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
210 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
210 of Wailea vacation 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 rentals 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
BeachWalkabilityComfort

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!
ViewWalkabilityGrill

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.
WalkabilityViewCheckout

Mana Kai 608: Oceanfront Remod! Modern Surf Vibe
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!
BeachViewValue

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.
ViewBeachHospitality

Beach Dream Suite-Mana Kai Maui Resort
Unforgettable ocean views are yours at the amazing Mana Kai Resort! One of One, directly on one of Maui’s best beaches! Our popular suite boasts serene decor, quality linens, fine finishes, tasteful furnishings, equipped kitchen w/island, AC, WiFi, Smart TV, lanai, free parking! Features combined with all there is to do equals vacation success! A state-of-the-art fitness center and business office on lower floor. Heated pool, lounges+tables. Note: The BEDROOM SPACE is OPEN TO LIVING AREA.
ViewWalkabilityLocation

Ocean Front Paradise! Quiet Romantic!
THERES NO PLACE LIKE MAUI! OCEANFRONT condo greets you with endless ocean views, open floor plan and the feeling you have just arrived in Heaven! Step out onto the private lanai and you are captivated by the soothing sound of the waves, warm sunny breezes and turtles everywhere! You deserve the BEST and this home offers it! Located in a perfect location far from the maddening crowd yet walking distance to restaurants, shopping, nightlife, and sightseeing tours. APN2380140110057000
WalkabilityViewPool

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
WalkabilityViewLaundry

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.
WalkabilityViewCheckout

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!
ViewBeachKitchen

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.
ViewWalkabilitySleep quality

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.
WalkabilityViewComfort
Popular amenities for Wailea beachfront rentals
Pet-friendly beachfront home rentals

Ocean View Superior Deluxe - 200
WalkabilityViewCheckout

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

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

Steps to Beach Sand & Surf
BeachWalkabilityParking

Paradise! Ground Floor 1BR AC Kamaole lll beach
WalkabilityViewAccuracy

Maui Beach House
BeachViewAccuracy

Sugar Beach Bliss 2 - Oceanfront
BeachViewLocation

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

3BR spacious Condo with Ocean View in top location
WalkabilityViewQuiet

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

Ocean Front With Ocean View! AC, King Bed, 2 Bath!
ViewWalkabilityNearby

Stunning Ocean Views - August Specials $149
BeachViewParking

Luxe Oceanview 2B2B Escape w/AC Near Beach & Shops
ViewBeachKitchen

Fully remodeled, Ocean View, 3 mins walk to beach
ViewBeachParking

Oceanfront Getaway, Brand New, Steps To Beach
WalkabilityBeachCheck-in

Ocean Views | Polo Beach Club | Groundfloor Condo
ViewWalkabilityCheck-in
Private beachfront home rentals

Classic Beachfront Studio
WalkabilityBeachAir conditioning

Elua 1310 Oceanfront -Family Managed-Remodeled9/25
BeachWalkabilityKitchen

Wailea Ekahi Getaway•Walk to Keawakapu Beach
BeachWalkabilityFamily

Newly Remodeled-AC-Ocean Views-Modern Finishes
WalkabilityViewKitchen

Direct Oceanfront Condo Sugar Beach Resort Kihei
ViewWalkabilityCleanliness

Gorgeous Ocean View Condo steps to the beach
ViewBeachCheckout

Wailea Ekahi 4E, Close to Greenbelt, New Split AC
BeachViewAccuracy

Private Lanai · Steps to Beach · Resort Pools · Bo
WalkabilityViewLocation
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $480 | $450 | $395 | $375 | $336 | $359 | $312 | $323 | $314 | $338 | $398 | $487 |
| Avg. temp | 61°F | 60°F | 61°F | 62°F | 64°F | 65°F | 67°F | 67°F | 67°F | 66°F | 64°F | 62°F |
Destinations to explore
- Honolulu Vacation rentals
- Kauai Vacation rentals
- Oahu Vacation rentals
- Kailua-Kona Vacation rentals
- Island of Hawai'i Vacation rentals
- Kihei Vacation rentals
- Hilo Vacation rentals
- Waikīkī Beach Vacation rentals
- Princeville Vacation rentals
- Kailua Vacation rentals
- Kaanapali Vacation rentals
- Lahaina Vacation rentals
- Apartment rentals Wailea
- Rentals with a hot tub Wailea
- Beach condo rentals Wailea
- Hotel rooms Wailea
- Pet-friendly rentals Wailea
- Family-friendly rentals Wailea
- Waterfront rentals Wailea
- Rentals with a sauna Wailea
- Luxury rentals Wailea
- House rentals Wailea
- Townhouse rentals Wailea
- Rentals with pools Wailea
- Rentals with beach access Wailea
- Condo rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with a kayak Wailea
- Beachfront rentals Maui County
- Beachfront rentals Hawaii
- Beachfront rentals United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Polo Beach
- Wailea Beach
- Maui Vista Condominium
- Kapalua Bay Beach
- Honolua Bay
- Big Beach
- Haleakala National Park
- Black Rock Beach
- Black Sand Beach
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kihei Kai Nani
- KOA Resort
- Kamaole Beach Park II
- Maui Arts & Cultural Center
- Maui Ocean Center
- Aston Mahana at Kaanapali
- PacWhale Eco-Adventures
- Hāmoa Beach
- Kahana Beach
- Things to do Wailea
- Nature and outdoors Wailea
- Sports activities Wailea
- Food and drink Wailea
- Things to do Maui County
- Nature and outdoors Maui County
- Food and drink Maui County
- Art and culture Maui County
- Sports activities Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Things to do United States
- Food and drink United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes







