
Beachfront holiday rentals in Wailea
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Top-rated beachfront rentals in Wailea
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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.

Remodeled Ground Floor| 3 mins walk to Kam I beach
šļøFirst row building across the best beaches āæļøGround floor - no stairs! š“ Patioā”ļøTropical garden šøRemodeled in 2024, exterior paint in 2025 - modern nordic vibe inside and out š All-tile floors (no carpet!), clean and germ-free šæSparking Spotless bathroom š³Fully equipped kitchen šFree parking š§ŗWasher & dryer in unit āļøAC in both living room and bedroom šļøKing bed +Queen sleeper šāāļøSalt Water swimming pool š¾Pickle ball & tennis court šļøBeach gears šFast Wi-Fi š±24/7 response host

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.

Oceanfront Panorama: Newly Refreshed 3rd Floor Gem
Welcome to our newly renovated 1b1b 3rd-floor oceanfront condo at Maalaea Banyan, a very popular destination! Steps from the sea, enjoy grand ocean vistas and island breezes. Nestled in Ma'alaea, our harbor town is known for snorkeling cruises and fishing delights. Explore Haycraft Park, Maui Ocean Center, or amble along Sugar Beach. Ideal for whale and turtle sightings. Enjoy a king bed, workspace, living room & bedroom a/c, free parking, pool, & hot tub. Your dream Maui retreat awaits!

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 āHoneymoon Houseā 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.

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.

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

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

Breathtaking Location-Sugar Beach #129

Oceanfront renovated luxury-best location! SBR 404

Beachfront Retreat Ideal for Scenic Sunset View!
Beachfront home rentals with a pool

Oceanfront Condo. Pool & Spa, 1 Br.

Turtle Cove Oceanfront Views Island Sands Resort

Wailea Ekahi Gem |Walk to Beach |May Special!

Oceanfront and Ground Floor - Steps to the Beach!

Gorgeous Condo in Wailea Ekahi Village!

Incomparable Maui Sunset condo, includes all taxes

Recently Renovated - Walk to the Beach

Beauty & the Beach: Remodel+Ocean Vws! A+ Location
Private beachfront home rentals

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Newly Remodeled-AC-Ocean Views-Modern Finishes

Maui Oceanfront Condo, Amazing Views, on Sandy Bea

Maui Retreat Ekahi 50F -All YOU Need!

Beachfront Penthouse #25 at Sugar Beach Resort

Mana Kai Palms Beachfront Resort ~Keawakapu Beach

Ocean View Condo in the Heart of Kihei!

Gorgeous Elua 1 Bd+2Ba Executive Vacation Condomin
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £285 | £294 | £287 | £263 | £224 | £246 | £229 | £237 | £230 | £248 | £292 | £357 |
| 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 £132 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 ā averaging 4.8 out of 5!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Wailea Beach
- Polo Beach
- Maui Ocean Center
- HÄmoa Beach
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Ulua Beach
- Big Beach
- Black Rock Beach
- Whalers Village
- Maui Sunset
- Peahi
- Maui Vista Condominium
- Kihei Kai Nani
- Haleakala National Park
- Kahana Beach
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures




