
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.

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 18.5% included in final price.

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

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

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.

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!

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.

Oceanfront Getaway, Brand New, Steps To Beach
Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.
Popular amenities for beachfront rentals in Wailea
Pet-friendly beachfront home rentals

Kahului Bay Dream - Perfect for Families | Pool

Paradise! Ground Floor 1BR AC Kamaole lll beach

Maui Beach House

The Lava Shack

Beautiful Top Floor Oceanfront Condo with A/C!

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

Oceanfront renovated luxury-best location! SBR 404

Vacation is Calling! Outdoor Pool, Oceanfront!
Beachfront home rentals with a pool

Epic View! Lovely 2BR Beach Condo in Kihei/Wailea

Wailea Ekahi Gem |Walk to Beach |May/June Special!

Gorgeous Condo in Wailea Ekahi Village!

Gorgeous Ocean View Condo steps to the beach

Maui Retreat Ekahi 50F -All YOU Need!

Beachfront Remodel with 180° Views! Epic Sunsets

Mana Kai Palms Maui Beachfront Condo Keawakapu Bch

Walk-Out Kamaole Beach II | Sunset Lanai | Quiet
Private beachfront home rentals

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Newly Remodeled-AC-Ocean Views-Modern Finishes

South Maui’s Best Vacation Condo | Steps to Beach!

Maui Resort Rentals: Polo Beach Club 608

Spread Aloha: Ocean Views, Artist Inspired Oasis

*Beach* KingBd * Resort * Pool * Adult Hot Tub *

Mana Kai Resort, Luxury 2bd/2bath Beachfront # 511

Enjoy this Beachfront Unit w/Peaceful Ocean Sounds
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £293 | £301 | £295 | £271 | £230 | £252 | £235 | £243 | £237 | £255 | £300 | £367 |
| 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 £136 per night before taxes and fees

Verified guest reviews
Over 7,870 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
180 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
- Serviced apartment rentals Wailea
- Rentals with pools Wailea
- Pet-friendly rentals Wailea
- Rentals with a sauna Wailea
- Family-friendly rentals Wailea
- Flat rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Beach house rentals Wailea
- Fitness-friendly rentals Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Rentals with an EV charger Wailea
- Beach apartment rentals Wailea
- Rentals with a kayak Wailea
- Rentals with a hot tub Wailea
- Apartment rentals Wailea
- House rentals Wailea
- Villa rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Hotel rooms Wailea
- Waterfront rentals Wailea
- Beachfront rentals Wailea
- Beachfront rentals Maui County
- Beachfront rentals Hawaii
- Beachfront rentals United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Polo Beach
- Kapalua Bay Beach
- Wailea Beach
- Maui Ocean Center
- Ka'anapali Golf Courses
- Hāmoa Beach
- Old Lahaina Luau
- Ulua Beach
- Black Rock Beach
- Big Beach
- Maui Vista Condominium
- Whalers Village
- Peahi
- Haleakala National Park
- Maui Arts & Cultural Center
- Black Sand Beach
- Maui Sunset
- Kihei Kai Nani
- Kahana Beach




