From $1,199/night
Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR / 3 BA
Wailea Beach Villas voted as one of the top 100 USA Hotels by the Conde Nast Traveler Readers Choice Awards!Luxury awaits in this exquisite three...
Search To-Hawaii.com
Luxury Villas Beside Wailea Beach
Wailea Beach Villas delivers resort-level amenities with the space and privacy of a luxury residence. Located on 11 acres of landscaped beachfront grounds, this upscale stay is right for discerning travelers, families, or couples seeking refined comfort in Wailea.
Choose from spacious two- and three-bedroom villas and penthouses with high-end furnishings, large lanais, and panoramic views of the Pacific. Interiors feature gourmet kitchens with Sub-Zero and Wolf appliances, spa-inspired bathrooms, and open-concept living areas designed for entertaining and relaxation.
Rental Listings
Map View
Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean...From $1,199/night · Sleeps 8
The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner...From $1,080/night · Sleeps 6
Wailea Beach Villas Penthouse K107 – Maui Luxury with Island...From $816/night · Sleeps 6
DIRECT BEACHFRONT WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS 4Bd...From $1,970/night · Sleeps 8
Direct Beach Access - Best Location - Wailea Beach Villas...From $2,004/night · Sleeps 8
Wailea Villa Overlooking Lagoon PoolFrom $1,630/night · Sleeps 8
Wailea Beach Villas E-302 on Wailea BeachFrom $2,400/night · Sleeps 8
Top Floor Wrap-Around Ocean Views - PH512From $2,347/night · Sleeps 6
Oceanviews, Fresh Upgrades at the Luxurious Grand Seascape K407!!From $1,295/night · Sleeps 6
I.P.M Presents: Villa C302 - Spectacular NEW Remodel + Great...From $1,595/night · Sleeps 8
Voted Top 10 Resort in Hawaii - Wailea Beach Villas...From $1,851/night · Sleeps 8
3BD Wailea Villa - Great for Families | Wailea Beach...From $1,219/night · Sleeps 8
Penthouse Retreat Walk to Wailea BeachFrom $1,352/night · Sleeps 6
Conde Nast Award Winning Property - Wailea Beach Villas E202From $1,667/night · Sleeps 8
Bright & Colorful Ocean View Villa | Wailea Beach Villas...From $1,062/night · Sleeps 4
Recently Renovated & Professionally Managed Ocean View VillaFrom $2,372/night · Sleeps 8
Wailea Villa in Top-Rated Hawaii ResortFrom $1,002/night · Sleeps 6
Exceptional Design & Ocean ViewsFrom $1,253/night · Sleeps 6
Tropical Ocean & Pool ViewsFrom $959/night · Sleeps 6
Walk to Wailea Waves, Snorkeling, RestaurantsFrom $1,150/night · Sleeps 6
Panoramic Ocean Views - Wailea Beach Villas PH406From $1,157/night · Sleeps 6
Wailea Beach Villas PH502 - Professionally ManagedFrom $1,213/night · Sleeps 6
Recently Renovated | Wrap-Around Ocean Views | Wailea Beach Villas...From $2,901/night · Sleeps 8
Oceanfront 3BR villa w/ private lanai and Wailea Beach accessFrom $2,918/night · Sleeps 8
Walk to Wailea Beach & Shops at WaileaFrom $1,237/night · Sleeps 6
Recently Renovated at Wailea Beach VillasFrom $1,271/night · Sleeps 6
Stunning Luxury Remodel I Wailea Beach Villas J206From $1,005/night · Sleeps 6
Wailea Beach Villas PH112 - Professional ManagedFrom $1,511/night · Sleeps 6
Wrap-Around Ocean Views | Wailea Beach Villas PH301From $1,635/night · Sleeps 8
Cool Wailea Villa with Arcade MachineFrom $1,146/night · Sleeps 6
Sunset Views | Whale Watching | Resort AmenitiesFrom $1,045/night · Sleeps 6
Fine Art + Ocean Views | Professionally ManagedFrom $1,831/night · Sleeps 8
Wailea Beach Villas M311 Seaview Sanctuary Luxury Oceanview CondoFrom $1,260/night · Sleeps 6
Wailea Beach Villas Luxury Four Bedroom Condo L109 Ginger And...From $1,458/night · Sleeps 8
Conde Nast Award Winning Property - Wailea Beach Villas PH504From $1,402/night · Sleeps 6
3BD Wailea Villa - Great for FamiliesFrom $1,683/night · Sleeps 6
Wailea Beach penthouse w/ ocean view and pool accessFrom $865/night · Sleeps 6
Award-Winning Resort & Amenities | Wailea Beach Villas PH104From $995/night · Sleeps 6
Oceanfront penthouse w/ private lanai and beach accessFrom $931/night · Sleeps 6
Stunning Wailea Villa with Resort AmenitiesFrom $1,492/night · Sleeps 8
Recently Renovated - Wailea Beach Villas ExcellenceFrom $1,062/night · Sleeps 6
Elevated 4th Floor Ocean ViewsFrom $1,125/night · Sleeps 8
Wailea Beach Villas PH508 | Pools | Hot TubsFrom $1,298/night · Sleeps 8
Modern Ocean View Elegance - Wailea Beach Villas PH404From $1,368/night · Sleeps 6
Private Plunge Pool + Lanai Lounge | Wailea Beach Villas...From $1,960/night · Sleeps 8
Wailea Beach Villas | Penthouse Panoramic Ocean Views 2 Units,...From $3,216/night · Sleeps 12
Wailea Grand Champion Villas 3-Bedroom updated Home centrally located in...From $470/night · Sleeps 7
Wailea Grand Champions 43 | Golf, Tennis, Resort Pools &...From $238/night · Sleeps 6
Wailea Grand Champions 183 | Ground Floor, Resort Pools &...From $452/night · Sleeps 6
Wailea Elua 2007 – Oceanview Luxury Condo in the Heart...From $772/night · Sleeps 2
Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story...From $289/night · Sleeps 6
Wailea Ekahi 46F Paradise Found- Spacious 2 bedroom 2 Bath...From $450/night · Sleeps 6
Wailea Ekolu Village 1404 | Ocean Views, Golf Clubs &...From $257/night · Sleeps 4
From $1,199/night
Wailea Beach Villas voted as one of the top 100 USA Hotels by the Conde Nast Traveler Readers Choice Awards!Luxury awaits in this exquisite three...
From $1,080/night
The Maui Escape is located with views of the upper pool and the spectacular surroundings. The villa's location is the perfect combination of being...
From $816/night
Welcome to Wailea Beach Villas Penthouse K107 - A luxurious and spacious 2-bedroom, 2-bath with a den that functions as a workspace or third bedroom...
From $1,970/night
4 Full Bedrooms & 3 Full Baths; Total 3892 S.F Beachfront Wailea: Ocean Panoramic & Outer Island Views, Penthouse K-208IMPORTANT: Maximum 8 Adult...
From $2,004/night
The best location in Wailea! Quick 2-minute walk to Wailea beach, shops, restaurants & the stunningly scenic Wailea Beach Path. BOOKING...
From $1,630/night
Welcome to Wailea Beach Villas Penthouse 209, a beautifully furnished 2,600 sq. ft. garden view suite that offers a serene escape overlooking the...
From $2,400/night
Modern living, in one of the best locations at Wailea Beach Villas, with outer island and sunset views that are unmatched. Centrally located in the...
From $2,347/night
Penthouse 512 at Wailea Beach Villas offers an unparalleled top-floor experience with expansive ocean and island views, ideal for a Hawaiian dream...
From $1,295/night
Situated in the centrally located "Penthouse" building on the 4th floor in a west-facing ocean view corner location with breathtakingly beautiful...
From $1,595/night
SECURE YOUR RESERVATION WITHIN MINUTESSAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS24 HOUR PROFESSIONAL PROPERTY MANAGEMENT SERVICES WAILEA...
From $1,851/night
Welcome to Villa F201, an expansive vacation retreat that embodies upscale relaxation. Spanning a generous 3,676 square feet, this luxurious...
From $1,219/night
Penthouse 309 at Wailea Beach Villas offers a distinctive blend of luxury and cultural charm, making it an ideal vacation rental for families or...
From $1,352/night
Curated with our guests in mind, Wailea Beach Villas PH111\'s outdoor elements are just as immaculate as the home’s interiors. Unwind and enjoy...
From $1,667/night
Warm breezes and lush tropical gardens greet guests of Wailea Beach Villas E202 as the spacious and comfortably appointed interior blends seamlessly...
From $1,062/night
Experience the very best in tropical island living from ocean view Wailea Beach Villas Penthouse 402. Revel in sweet sunsets and seasonal whale...
From $2,372/night
Welcome to Villa G302, your luxurious Hawaiian escape where relaxation meets elegance. This stunning ocean view villa features two walls of...
From $1,002/night
Experience the beauty of Maui in the luxurious Penthouse 210 at Wailea Beach Villas, a stunning retreat featuring two bedrooms and two bathrooms...
From $1,253/night
Settle into your very own slice of Maui paradise with a stay in Wailea Beach Villas PH306. This exquisite two bedroom, two bathroom penthouse with...
From $959/night
In Wailea Beach Villas PH307 you can immerse yourself in luxe tropical comforts blended with blue ocean views. This delightful Maui ocean view...
From $1,150/night
Call this private piece of paradise home, which features panoramic views of Maui and the ocean below as well as luxurious interior elements...
From $1,157/night
Wailea Beach Villas Penthouse 406 is desirable for its remarkable Pacific Ocean and Island views. This upscale penthouse vacation rental features two...
From $1,213/night
Wailea Beach Villas Penthouse 502 boasts a panoramic ocean vista, ideal for whale watching in the winter, and with spectacular sunset views all year...
From $2,901/night
Wailea Beach Villas D302 is a stunning, newly renovated ocean-view retreat offering over 2,900 square feet of refined indoor-outdoor living in one of...
From $2,918/night
Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the...
From $1,237/night
Wailea Beach Villas PH410 is a fourth floor penthouse suite that overlooks the central swimming pool with spectacular views of the Pacific Ocean and...
From $1,271/night
Let the sounds of palm fronds brushing against each other in the gentle trade winds sing you to sleep this vacation. With relaxing views of the ocean...
From $1,005/night
Wailea Beach Villas is simply the best of the best! Enter the community through the 24hr private guarded gate & drive down to the complimentary self...
From $1,511/night
Awaken to the sweet sounds of palm trees swaying in the tropical breeze from Wailea Beach Villas PH112. Spanning 2,500 square feet, this main level,...
From $1,635/night
Wailea Beach Villas Penthouse 301 offers an unparalleled vacation experience with its luxurious 2,500 square foot ocean view suite. Situated on the...
From $1,146/night
Indulge in entertainment abound when vacationing in Wailea Beach Villas Penthouse 211. After you've spent an action-packed day at the beach or hiking...
From $1,045/night
Wailea Beach Villas Penthouse 302 is a luxurious ocean-view retreat blending modern design with Maui's natural beauty. This 1,900 sq. ft. penthouse...
From $1,831/night
Discover for yourself why D301 is one of the most requested Villas in our vacation rental collection. Impressive artwork by internationally known...
From $1,260/night
Features of our 2300 sq oceanview condo include: Two full master suites Second bedroom can have two twins or king sized bedA den that closes off...
From $1,458/night
Features of our 3300 sq condo include: Two full master suites Second and Third bedroom can have two twins or king sized bedFourth Bedroom is queen...
From $1,402/night
Wailea Beach Villas Penthouse 504 enjoys 180 degree views of the Pacific Ocean, Kaho‘olawe, Molokini crater, and Lanai. This generous two-bedroom,...
From $1,683/night
Welcome to Wailea Beach Villas Penthouse 105, where luxury living meets the breathtaking beauty of Maui. This elegant ocean view penthouse spans...
From $865/night
Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the...
From $995/night
Marvel at the sophisticated style and décor of Wailea Beach Villas Penthouse 104, where a touch of Bali influence seamlessly merges with rustic...
From $931/night
Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the...
From $1,492/night
Welcome to Wailea Beach Villas Penthouse 205, an elegant retreat that showcases sophisticated furnishings, vibrant colors, and striking artwork. This...
From $1,062/night
Welcome to Wailea Beach Villas Penthouse 106, a luxurious ground-floor retreat in one of Maui’s most prestigious beachfront communities. This...
From $1,125/night
Wailea Beach Villas Penthouse 403 offers a luxurious escape with stunning ocean views and ample space for the whole family. Spanning 2,000 square...
From $1,298/night
Experience Wailea at its absolute best in Penthouse 508, a spectacular 2,893-square-foot residence that stands apart with a totally unique...
From $1,368/night
Wailea Beach Villas Penthouse 404 is a stunning two-bedroom plus den, two-bathroom ocean view residence offering over 1,978 sq. ft. of elegant...
From $1,960/night
Villa G101 is, simply stated, lovely. Swaying palms and a smiling Buddha welcome you into the golden pearl and shell inlay foyer of this beautiful...
From $3,216/night
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more...
From $470/night
Aloha, our home is located in the center of Wailea on the first hole of the Wailea Blue Course and is perfect for families or couples. The 3 bedroom...
From $238/night
CORALTREE RESIDENCE COLLECTION presents... Wailea Grand Champions 43Wailea Grand Champions is an 11-acre country club-style resort set along the...
From $452/night
CORALTREE RESIDENCE COLLECTION presents... Wailea Grand Champions 183Wailea Grand Champions is an 11-acre country club-style resort set along the...
From $772/night
Welcome to Wailea Elua 2007, a stunning 1-bedroom, 2-bath vacation retreat with gorgeous ocean views, a spacious private lanai, and upscale island...
From $289/night
Welcome to Wailea Ekolu 1514 - a spacious, two-story luxury condo designed for travelers seeking comfort, privacy, and jaw-dropping ocean views. This...
From $450/night
Wailea Ekahi - Beautiful Garden and Ocean Views from this comforting unit! Nice 2 bedroom, 2 bath condo over looking the top pool area. Take pathways...
From $257/night
CORALTREE RESIDENCE COLLECTION presents... Wailea Ekolu Village 1404 Perched above Wailea on the second floor, this 1,069-square-foot condo opens up...
Wailea Beach Villas combines gated luxury residences with Wailea Beach access, resort-style service, large lanais and a location beside The Shops at Wailea.
Rentals usually include two-bedroom and three-bedroom penthouse and villa residences with full kitchens, private bedrooms, washer/dryers and lanais.
Yes. The property has access to Wailea Beach and the paved Wailea Beach Walk that runs along the shoreline.
Yes. The property has an adults-only Makai pool and a separate Mauka family pool, along with hot tubs and poolside service programs.
Check residence type, view category, floor level, lanai size, elevator access, beach-service access, housekeeping, parking and any resort or program fees.