Golf

More Golf Villas

• • 
  • Laueki Estate Home Hualalai
  • 4 BR

  • This sweeping 4 bedroom home is perched on a bluff with sweeping golf and ocean views, it is the epitome of the luxury vacation experience.

  • Rates by Request
  • Pool
• • 
  • Five Mountains 11 Mauna Lani Resort
  • 4 BR

  • This exquisite, 4 bedroom residence truly reflects the "Hawaiian Spirit of Place" as interpreted by masters of architecture, landscaping, and interior design.

  • $1,165 / night
  • Pool
• • 
  • Villa del Atrio at Casa de Campo Casa De Campo
  • 4 BR

  • Stylish and inviting, this one-story villa combines Dominican-inspired art and furnishings with a terrific backyard layout, with pool, whirlpool, gazebo, several seating areas and a flower-trimmed yard as lush as a golf green.

  • $1,475–$1,775 / night 3 Specials
  • Pool
• • 
  • Nandana Private Resort West End
  • 5 BR
    6.5 BA

  • Nandana Private Resort is a new, super-deluxe, oceanfront estate located in the exclusive West End of Grand Bahama Island.

  • $5,500–$12,500 / night
  • beachfront Pool
• • 
  • The Prince of Polynesia Kapalua
  • 5 BR
    4.5 BA

  • This beautiful, custom 4000 sq ft home in Kapalua's prestigious Pineapple Hill Estates is truly an island paradise!

  • $1,600 / night
  • Pool
• • 
  • Villa 1406 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • This Caribbean inspired home welcomes weary travelers with its bright coral foyer. The tranquil color scheme continues within.

  • $1,700–$3,300 / night
  • beachfront Pool
• • 
  • Paradisso Cap Estate
  • 3 BR

  • This 3 bedroom villa is situated a few minutes drive away from Cotton Bay beach, Le Sport Resort and Spa and the Cap Estate Golf and Country Club.

  • $325–$625 / night
  • Pool
• • 
  • Island House Tryall
  • 3 BR

  • The delightfully refurbished, 3 bedroom Island House remains true to the essence of its name. Beautiful touches of Jamaican craft and objets d’ art create an atmosphere which invites pleasurable relaxation.

  • Rates by Request
  • Pool
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  • Calypso Court Cap Estate
  • 3 BR

  • A Spanish style three bedroom villa situated on an elevated site with views of the Atlantic and Caribbean Seas.

  • $320–$500 / night
  • Pool
• • 
  • MaMoura Tryall
  • 4 BR
    4 BA

  • This 4 bedroom villa is a wonderful example of circular and octagonal design taking full advantage of the view on all sides.

  • Rates by Request
  • Pool
• • 
  • Villas at Half Moon, A RockResort Montego Bay
  • 7 BR

  • For years Half Moon's Royal Villas have played "home away from home" for many discerning clients. These 33 - individual villas with private swimming pools, provide the ultimate Caribbean style escape.

  • $1,175–$3,849 / night 2 Specials
  • Pool
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  • Alii Villa Mauna Lani Resort
  • 3 BR
    3.5 BA

  • Ali’i Villa is a stunning 3-bedroom, 3.5 bath golf-front villa, ideal for entertaining and sharing with your family and friends.

  • $595–$800 / night 1 Special
  • Pool
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  • Villa Infinidad at Casa de Campo Casa De Campo
  • 4 BR

  • Absolute vacation bliss is the only way to describe this ocean-front haven.

  • $3,590–$4,410 / night
  • Pool
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  • Villa 1412 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • Island-inspired artwork surrounds this vacation home. Also striking is the perfect view of the golf course, and a pool and outdoor patio enclosed by local periwinkle colored flowers – the plumbago.

  • $1,700–$3,300 / night
  • Waterfront Pool
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  • Besos del Sol at Casa de Campo Casa De Campo
  • 4 BR

  • Supremely comfortable, this one-story villa presents a spacious setting with well-appointed, air-conditioned interiors, and great outdoor spaces, inviting relaxation and vacation fun.

  • $1,475–$1,775 / night 3 Specials
  • Pool
• • 
  • Pepperpoint Cap Estate
  • 3 BR

  • Nestled on a hillside in beautiful Cap Estate, Pepperpoint villa enjoys a fantastic view of the surrounding vegetation with the Atlantic and the Caribbean Sea both forming a backdrop to this picturesque view.

  • $250–$525 / night
  • Pool
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  • Casa Bahia Casa De Campo
  • 8 BR
    8 BA

  • Exclusive Luxury Waterfront Villa in Casa De Campo with Private Beach

  • $6,500 / night
  • Pool
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  • Villa 1703 at Belmont Four Seasons Resort
  • 4 BR
    4.5 BA

  • The perfect escape for a large group of family and friends, Villa 1703 offers the perfect setting –among daisies, local artwork and an infinity pool with ocean and golf course views.

  • $2,350–$4,550 / night
  • Waterfront Pool
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  • Villa 1610 at Sunset Hill Four Seasons Resort
  • 5 BR
    6 BA

  • The friendly and active atmosphere of Plumeria make it a top choice for family vacations. The well-appointed patio features its own barbecue and bar station, with nothing but ocean views and bright orange flower trees in the line of sight.

  • $2,850–$5,550 / night
  • Waterfront Pool
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  • Villa 1413 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • This villa may be newly built, but it seems to have the charm of one of the original Four Seasons Resort Nevis private villa escapes.

  • $1,700–$3,300 / night
  • Waterfront Pool
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  • Sunny Surf E301 at Makena Surf Makena
  • 3 BR
    3 BA

  • Sunny Surf E301 at Makena Surf, a sophisticated executive-style 3 bedroom, 3 full bath resort residence that sleeps six guests in a prime top floor corner "penthouse" location.

  • $950–$1,850 / night
  • beachfront Pool
• • 
  • Cadasse Cap Estate 2
  • 4 BR

  • The arched and gated entry into this very special hill top 3 bedroom villa compound only hints at the wonderful gardens and glorious views beyond.

  • $315–$805 / night
  • Pool
• • 
  • Coral Cove Villa on the Beach Discovery Bay
  • 5 BR

  • A recent renovation has created a second floor, fifth bedroom and updated interiors ~ all without compromising this villa's comfy put-your-feet-up signature. The feeling is an at-home, informal, relaxed lifestyle.

  • Rates by Request
  • beachfront Pool
• • 
  • Sugar Hill Village B306 Sugar Hill Resort
  • 2 BR
    2 BA

  • Sugar Hill is an exclusive gated resort community featuring stunning views over the Caribbean.

  • $250–$450 / night
• • 
  • Island Oasis M111 Wailea
  • 3 BR
    2 BA

  • Island Oasis M111 at Wailea Beach Villas has two California king bedrooms and is decorated in a contemporary "Tommy Bahama" style decor with partial ocean views in a convenient ground floor walk-in location.

  • $750–$1,500 / night
  • Pool
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  • Amazing Grace Grace Bay
  • 5 BR
    5.5 BA

  • As your private luxury escape, Amazing Grace offers the best of everything for your indulgence.

  • $3,500–$6,900 / night
  • beachfront Pool
• • 
  • Blue Horizons K308 Wailea
  • 4 BR
    3 BA

  • Outstanding views bless this extraordinary 4 bedroom 3 bath residence that sleeps up to eight guests.

  • $1,295–$2,850 / night
  • Waterfront Pool
• • 
  • Kolea #14 Waikoloa Beach Resort
  • 4 BR
    4.5 BA

  • This luxury private residence with an ocean view is located on lot #14 at Kolea at Waikoloa Beach Resort.

  • Rates by Request
  • Pool
• • 
  • Loko Wai at Hualalai Hualalai
  • 2 BR

  • Loko Wai is a 2 bedroom golf villa that enjoys a a commanding view of the 18th fairway of the Jack Nicklaus Signature Course and natural pond with the ocean beyond from the lanai.

  • Rates by Request
  • Pool
• • 
  • Villa del Portal Casa De Campo
  • 4 BR

  • Here, guests will find an oasis for an exhilarating vacation getaway, designed to invite renewal, family interaction, and a celebration of gracious living.

  • $1,475–$1,775 / night 3 Specials
  • Pool
• • 
  • Apa'apa'a #7 Mauna Kea Resort
  • 3 BR
    3.5 BA

  • This beautiful 3 bedroom 3 1/2 bath home is situated on a large secluded lot in a new gated community, Apa'apa'a, in the Uplands at Mauna Kea Resort.

  • $718 / night
  • Pool
• • 
  • Villa 1903 at Mahogany Hill Four Seasons Resort
  • 4 BR
    5 BA

  • The charm of Villa 1903 stems from its distinct embellishments, contrasting colors, and architectural design. Several one-of-a-kind chairs line the front hallway. These chairs represent works of art, and include one made out of a wooden wheel, and another with a tall branch-like backing.

  • $2,350–$4,550 / night
  • Waterfront Pool
• • 
  • Ke Alaula Hale 8 Hualalai
  • 4 BR

  • Ke Alaula Home overlooks the 5th and 6th hole of the Tom Weiskopf homeowner’s private golf course.

  • $3,000–$5,500 / night
  • Pool
• • 
  • Harmony Sheriva
  • 8 BR
    9.5 BA

  • This 8-bedroom residence style villa successfully harmonizes traditional Caribbeanesque style with subtle touches from the Far East.

  • $2,900–$7,500 / night 1 Special
  • Pool
• • 
  • Mauna Lani Terrace Mauna Lani Resort
  • 3 BR
    3 BA

  • The Terrace offers quality, privacy, luxury, and a real sense of getting away from it all.

  • $405–$744 / night
  • Pool
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  • Villa Pavo Real at Casa de Campo Casa De Campo
  • 5 BR

  • Fashionable and colorful interiors team up with picturesque outdoor settings for a relaxing vacation retreat in this two story villa with five bedrooms.

  • $1,875–$2,275 / night 3 Specials
  • Pool
• • 
  • Villa Makai Launiupoko
  • 3 BR
    2 BA

  • This 3 bedroom villa features an ocean view, only 5 minutes south of Lahaina.

  • $895 / night
  • Pool
• • 
  • Villa Renaissance Grace Bay
  • 3 BR

  • Villa Renaissance is a magnificent beach front Retreat located directly on internationally renowned Grace Bay in the Turks and Caicos Islands.

  • $668–$2,200 / night 2 Specials
  • beachfront Pool
• • 
  • Ackee 8 Tryall
  • 3 BR

  • Ackee 8 is a charming 3 bedroom villa that occupies a treasured location with romantic views of the Caribbean Sea and Tryall Club's golf course.

  • Rates by Request
  • Pool
• • 
  • La Naturaleza at Casa de Campo Casa De Campo
  • 4 BR

  • With well-appointed interiors, structural detailing, individually decorated bedrooms, and glorious outdoor living spaces, this two-story villa has everything to fulfill a fantasy island vacation dream.

  • $1,475–$1,775 / night 3 Specials
  • Pool
• • 
  • Point of View Sandy Lane 5
  • 5 BR
    5 BA

  • A 5 bedroom villa, Point of View as you can tell by its name, has a spectacular view of the West Coast and Caribbean Sea.

  • $900–$2,205 / night 1 Special
  • Pool
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  • Villa Lido Ocho Rios
  • 5 BR

  • Wonderfully located on the buoyant waters of Old Fort Bay just west of Ocho Rios, Villa Lido is one of the most comfortable family homes in this collection.

  • Rates by Request
  • beachfront Pool
• • 
  • Villa 1429 at Palm Grove Four Seasons Resort
  • 6 BR
    6 BA

  • With stunning views of the Robert Trent Jones II golf course and Nevis Peak, this six-bedroom, two-floor residence villa is nestled among palm trees and surrounded by lush gardens.

  • $2,850–$5,550 / night
  • Pool
• • 
  • Hanover Grange Tryall
  • 6 BR

  • Hanover Grange opened in 2010. It was designed and built as the Jamaican home of Theresa and Andrew Roberts, one of Europe's most prominent collectors of Jamaican art.

  • $3,572 / night
  • Pool
• • 
  • Halii Kai 2BR at Waikoloa Waikoloa Beach Resort
  • 2 BR
    3 BA

  • Hali'i Kai is a luxury oceanfront condominium at Waikoloa Beach Resort.

  • $248–$298 / night
  • Pool
• • 
  • Pinnacle Tryall
  • 3 BR

  • Pinnacle is a charming open-air Caribbean-style,3 bedroom villa overlooking the historic Tryall Great House, golf course and the sea.

  • Rates by Request
  • Pool
• • 
  • Yellow Bird at Tryall Tryall
  • 4 BR
    4 BA

  • Yellowbird is an excellent family home on a large, lovely landscaped site overlooking the Tryall golf course and the Caribbean Sea.

  • Rates by Request
  • Pool
• • 
  • Horizons of Gold Kapalua
  • 4 BR
    4.5 BA

  • Horizons of Gold is a spectacular 4 bedroom villa located on over 4 acres within Maui's premier golf community of Kapalua.

  • $2,995 / night
  • Pool
• • 
  • Mirador at Tryall Tryall
  • 1 BR

  • Mirador is a stylish one-bedroom apartment at the posh Tryall Club. Its prize location provides both proximity to the elegant Tryall Club Great House and a breathtaking view over the deep blue Caribbean Sea and the manicured championship golf course.

  • Rates by Request
  • Pool
• • 
  • Fairmont Kea Lani Wailea
  • 3 BR
    2 BA

  • This distinctive Maui hotel encompasses 22 acres of tropical landscape and offers authentic Hawaiian cultural experiences and warm and personal service which portray the essence of aloha.

  • $1,750–$2,650 / night 1 Special
  • beachfront Pool
• • 
  • Kolea at Waikoloa Waikoloa Beach Resort
  • 3 BR
    3 BA

  • Kolea is a luxury oceanfront residence. This extraordinary site nestled around Anaeho'omalu Bay at Waikoloa Beach Resort has remained a wonder for Hawaiians who gloried in its protected waters.

  • $313–$396 / night
  • beachfront Pool
• • 
  • Villa 1607 at Sunset Hill Four Seasons Resort
  • 3 BR
    3 BA

  • Nestled between the Caribbean Sea and the Resort's world-class golf course, this spacious home possesses stunning views throughout. The outdoor area provides an ideal place for a family getaway – complete with a generously sized pool and children's "play" area.

  • $1,800–$3,600 / night
  • Waterfront Pool
• • 
  • Fairway at Hualalai - 3BR Hualalai
  • 3 BR

  • These 3 bedroom, 3 and a half bath villas feature views of the fairway of the Jack Nicklaus Signature Golf Course.

  • Rates by Request
  • Pool
• • 
  • Seven Seas on the Beach Ocho Rios
  • 4 BR

  • The morning sun has turned the sea and the dew on the palm trees to silver. The non-stop trade winds waft through the rooms of the villa and the aroma of fresh-baked bread works its way from the kitchen to the bedroom window.

  • Rates by Request
  • beachfront Pool
• • 
  • Sandy Surf K508 Wailea
  • 4 BR
    3 BA

  • In all of Hawai'i, Sandy Surf Villa Villa K508 is one of the most spectacular private residences available for visitor accommodations in a resort setting.

  • $1,495–$2,950 / night
  • beachfront Pool
• • 
  • Villa Sull Oceano Jolly Harbour
  • 4 BR
    4.5 BA

  • Welcome to Villa Sull Oceano, the ultimate beach front vacation villa rental. Located on the pristine white sand beach of Jolly Harbour, Antigua, you will be literally steps away from the warm and tranquil Caribbean Sea.

  • $1,714–$2,142 / night
  • beachfront Pool
• • 
  • Villa Oasis at Casa de Campo Casa De Campo
  • 6 BR

  • For the most discerning guests, this magnificent villa offers the ultimate in luxury and comfort and a high “wow” factor.

  • $3,940–$4,640 / night
  • Pool
• • 
  • The Villages at Mauna Lani Mauna Lani Resort
  • 3 BR
    3.5 BA

  • The Villages at Mauna Lani are one of the newest additions to the world-renowned Mauna Lani Resort.

  • $595 / night
  • Pool
• • 
  • Villa La Palapa at Casa de Campo Casa De Campo
  • 4 BR

  • You'll never feel far from the outdoors in this two-story villa, with walls of windows overlooking a wrap-around patio and gardens, and a pool with a large palapa-topped gazebo that makes the perfect backyard oasis.

  • $1,475–$1,775 / night 3 Specials
  • Pool
• • 
  • Villa 1416 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • This eclectic home has its own inimitable décor. Wicker furniture and burnt orange, baby blue, and canary yellow color schemes bestow the home a comfortable country feel.

  • $1,300–$2,800 / night
  • Waterfront
• • 
  • Fairway Manor Montego Bay
  • 7 BR

  • Fairway Manor is a 6,000-square-foot, 2-story, 7 bedroom private villa overlooking the famous Half Moon 18-hole Robert Trent Jones golf course and the sea.

  • Rates by Request
  • Pool
• • 
  • Casa Bella at Casa de Campo Casa De Campo
  • 4 BR

  • Warm, inviting, and stylishly decorated, this two-story villa has an open feel in its common living spaces, yet provides privacy and comfort in its four well-appointed bedrooms.

  • $1,475–$1,775 / night 3 Specials
  • Pool
• • 
  • Villa 1438 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • This British colonial villa "Bismarckia," features bejeweled chandeliers, marble floors and rich mahogany furniture. There is history in some of the adornments themselves, from a British monarch-laden bedspread, to a canopy bed with matching foot couch.

  • $1,700–$3,300 / night
  • Waterfront Pool
• • 
  • Bambu Montego Bay
  • 7 BR

  • Nine miles west of Montego Bay is a very private hill overlooking perhaps the most glorious view of sea and sky on Jamaica’s renowned north coast.

  • $1,179–$1,572 / night 1 Special
  • Pool
• • 
  • Haystack Tryall
  • 8 BR

  • Haystack is the only eight-bedroom villa at the posh Tryall Club.

  • $1,715–$4,286 / night
  • Pool
• • 
  • Infinity Anguilla Sheriva
  • 8 BR
    9.5 BA

  • Infinity is the second 8 bedroom villa in Anguilla's newest luxury villa enclave in chic West End.

  • $2,900–$7,500 / night 1 Special
  • Pool
• • 
  • Waiulu at Hualalai - 2BR Hualalai
  • 2 BR

  • Waiulu Villas at the beautiful Hualalai Resort are two bedroom, two-bath units.

  • $1,275–$2,300 / night
  • Pool
• • 
  • Happy Days Sandy Lane
  • 5 BR
    5 BA

  • This 5 bedroom immaculate villa overlooks the fourth fairway of the Sandy Lane Golf Course. Happy Days (Formerly El Nido) commands glimpses of the Caribbean Sea.

  • $1,143–$1,715 / night
  • Pool
• • 
  • Fairway Villa 120C at Hualalai Hualalai
  • 2 BR
    2 BA

  • 2 Bedroom Golf View Villa

  • $1,275–$2,200 / night
• • 
  • Plantation Estate Kapalua
  • 4 BR
    4.5 BA

  • This ultra luxurious two-acre Plantation Estates Property is located on the18th green of the world famous PGA Kapalua Plantation Golf Course.

  • $2,575 / night
  • Pool
• • 
  • Golden Dolphin Villa Cabrera
  • 9 BR
    9.5 BA

  • Welcome to a magnificent vacation experience here at Golden Dolphin Villa, the Gold Standard in luxury vacation villas in the Dominican Republic.

  • $2,100–$2,600 / night
  • Pool
• • 
  • Landfall Sandy Lane
  • 6 BR
    6 BA

  • Located on the beautiful West Coast of Barbados, Landfall is a six-bedroom villa, which is one of only seven private properties on the spectacular Sandy Lane Beach.

  • $4,000 / night
  • beachfront Pool
• • 
  • Villa Marmol at Casa de Campo Casa De Campo
  • 4 BR

  • Combining tastefully decorated interiors and sublime outdoor scenery, this one story villa is a blissful vacation sanctuary.

  • $1,475–$1,775 / night 3 Specials
  • Pool
• • 
  • Villa 1411 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • Tropical bedrooms, pastel blues and yellows make up this Hawaiian-inspired haven. Bamboo furniture, tropical fish and plantation-style pineapple shaped lamp adornments decorate the bedrooms. A stunning view of the golf course can be seen from all areas of the backyard.

  • $1,700–$3,300 / night
  • Waterfront Pool
• • 
  • Tamarind Villa Cap Estate
  • 7 BR

  • Luxurious, hillside, 3+1 bedroom villa with magnificent views of the Caribbean and Atlantic, situated overlooking the golf course.

  • $495–$1,100 / night
  • Pool
• • 
  • Casa Pasarela at Casa de Campo Casa De Campo
  • 4 BR

  • This spacious villa is a great choice for groups of golfing buddies traveling together.

  • $1,475–$1,775 / night 3 Specials
  • Pool
• • 
  • Kanae Estates 1 Hualalai
  • 5 BR
    5.5 BA

  • This five bedroom, five and one half bath custom home is situated at the top of Hualalai Resort.

  • $3,000–$6,500 / night
  • Pool
• • 
  • Grand Seascape K407 Wailea
  • 3 BR
    2 BA

  • The aptly named Grand Seascape at Wailea Beach Villas, is a two bedroom plus den/alcove bedroom, exceptionally luxurious vacation residence with truly grand coastal and ocean views.

  • $1,095–$2,050 / night
  • Pool
• • 
  • Black Rock Estate Ka'anapali
  • 8 BR
    10 BA

  • Descend into another world at this dramatic one-acre, 11,000 square foot estate decked in Indonesian decor.

  • $8,600 / night
  • beachfront Pool
• • 
  • Green Monkey St. James
  • 5 BR
    5.5 BA

  • The Green Monkey offers a quiet, laid back villa experience on the island of Barbados.

  • $1,000–$1,500 / night
  • Pool
• • 
  • Villa 1415 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • Light and airy, Villa 1415 welcomes weary travelers to a relaxing haven where winter whites meet a Caribbean finish.

  • $1,700–$3,300 / night
  • Pool
• • 
  • 25 Ahuula Place at Mauna Kea Mauna Kea Resort
  • 2 BR
    2.5 BA

  • This elegant 2 bedroom home is like a "honeymoon suite" offering complete privacy and panoramic ocean views.

  • $718 / night
  • Pool
• • 
  • Las Cisnes at Casa de Campo Casa De Campo
  • 5 BR

  • An impressive entrance takes guests through a grand portico where stone columns outline one side and white day lilies bloom along the edges.

  • $1,875–$2,275 / night 3 Specials
  • Pool
• • 
  • Azure Ka'anapali
  • 4 BR
    4 BA

  • Relax and enjoy this Executive Estate. Located in an exclusive double-gated golf community, this home will wow you with its spectacular 180 degree ocean views of the deep Pacific surrounding the islands of Lanai, Molokai, and Kahoolawe.

  • $1,295–$1,400 / night
  • Pool
• • 
  • Villa 1408 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • Villa 1408 serves as the ideal venue for dinner parties or extended family brunches. With its ample patio sitting room, expansive views of the golf course and modern pool rafts, enjoying a refreshing dip in the pool makes for a perfect day.

  • $1,700–$3,300 / night
  • Waterfront Pool
• • 
  • Hillside Villa 2012 at Hualalai Hualalai
  • 3 BR
    3 BA

  • The villa is situated on a hillside with views of breaking waves and a natural anchialine pond.

  • $1,500–$2,500 / night
• • 
  • Sunset Montego Bay
  • 3 BR

  • Sunset is a three-bedroom villa with the perfect location for a seaside escape. This beautiful villa sits on the edge of the Caribbean Sea.

  • Rates by Request
  • Pool
• • 
  • Casa Blanca at Casa de Campo Casa De Campo
  • 3 BR

  • This two-story villa, located in an exclusive neighborhood close to Minitas Beach, is luxurious inside and out, with state-of-the-art technology and stylish design and decor.

  • $2,950–$3,920 / night
  • Pool
• • 
  • Lahaina Dream Launiupoko
  • 7 BR
    7 BA

  • This spectacular 11 acre estate was built for privacy.

  • $1,175–$3,795 / night
  • Pool
• • 
  • Casuarina Tryall
  • 4 BR

  • Casuarina is a remarkably welcoming four-bedroom villa which offers the most magical views of the Caribbean Sea from its prestigious vantage point on Barnes Hill.

  • Rates by Request
  • Pool
• • 
  • Ocean Bliss Estate Makena
  • 3 BR
    4 BA

  • Ocean Bliss is a beautiful waterfront estate in a prime location that provides both privacy and access to South Maui's Polo Beach.

  • $1,695–$2,495 / night
  • beachfront Pool
• • 
  • Villa 1604 at Sunset Hill Four Seasons Resort
  • 4 BR
    4 BA

  • Tamarind offers décor featuring hand painted adornments and a plethora of local, plantation-inspired artwork. Creativity flourishes throughout the entire house, such as the hand-painted hummingbirds on liquor bottles that have been transformed into incomparable works of art.

  • $2,350–$4,550 / night
  • Waterfront Pool
• • 
  • Pu'u Lani Ka'anapali
  • 4 BR
    5 BA

  • Pu'u Lani provides guests with the ultimate combination of luxury and comfort.

  • $2,195 / night
  • Pool
• • 
  • Villa Ave at Casa de Campo Casa De Campo
  • 3 BR

  • This delightful three-bedroom, one-story villa has three walls of floor-to-ceiling sliding glass doors in the great room, providing lots of natural light plus views of the pool area and the surrounding manicured lawns with tropical foliage.

  • $1,675 / night
  • Pool
• • 
  • Belle Abri Montego Bay
  • 7 BR
    7 BA

  • Completed in 2006, Belle Abri (“beautiful sanctuary”) is a 12,000-square-foot 7-bedroom deluxe staffed villa overlooking the Half Moon golf course, Ritz Carlton, The Palmyra and vast vista of Caribbean Sea. The architecture is dramatic ~ the view is breathtaking.

  • Rates by Request
  • Pool
• • 
  • Hale Luna Kai Ka'anapali
  • 2 BR
    2.5 BA

  • Whether the awesome views, spectacular sunsets or the luxurious accommodations, this exquisite home provides all the pampering you deserve and all the activities you could want.

  • $800–$900 / night
• • 
  • Villa Inspiracion at Casa de Campo Casa De Campo
  • 4 BR

  • This unique one-story villa has many special features, thanks to exacting realization of Asian-influenced decor and gardens.

  • $2,410–$3,120 / night
  • Pool
• • 
  • Au Lani Estate Ka'anapali 1
  • 4 BR
    4.5 BA

  • Enchanting romantic Au lani offers panoramic ocean and golf course views, sunsets, seductive waterfalls inside and out and quiet ponds amid lush tropical landscaping in the Pacific.

  • $1,895 / night
  • Pool
• • 
  • Tequila Sunrise Dropsey Bay
  • 3 BR
    3.5 BA

  • Tequila Sunrise is a new, contemporary 3 bedroom beach house on the southern shore of Anguilla, overlooking the Caribbean Sea and the mountains of St. Martin and St. Barts beyond.

  • $900–$2,000 / night 1 Special
  • beachfront Pool
• • 
  • Villa Estrella at Casa de Campo Casa De Campo
  • 5 BR

  • A wide circular brick driveway leads to the porte-cochere at the entrance of this jewel of a one-story home full of architectural details.

  • $1,875–$2,275 / night 3 Specials
  • Pool
• • 
  • Villa 1601 at Sunet Hill Four Seasons Resort
  • 4 BR
    4 BA

  • Ideal for entertaining guests, this home has its own guest cottage for an additional element of privacy. A large pool provides a shallow end for the younger travelers, and a cascading waterfall for all to enjoy.

  • $2,350–$4,550 / night 2 Specials
  • Waterfront Pool
• • 
  • Villa Aquaria at Casa de Campo Casa De Campo
  • 5 BR

  • Full of luxury amenities, including marble floors, dramatic art, air-conditioned living space, fashionable interiors, and a gorgeous outdoor environment, no detail has been spared in this one-story villa.

  • Rates by Request 3 Specials
  • Pool
• • 
  • Villa 1614 at Sunset Hill Four Seasons Resort
  • 4 BR
    5 BA

  • The playful yet stylish décor of Neptune gives guests the opportunity to lounge among abstract art, dine among a retro-inspired kitchen, and shower with three different spouts to choose from.

  • $3,150–$4,550 / night
  • Waterfront Pool
• • 
  • Villa 1410 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • Handcrafted tile stairs lead the way to Villa 1410’s private driveway. This home is nestled in a rainforest filled with butterflies, a retreat complete with a cascading infinity pool and wide-range views of the golf course.

  • $1,700–$3,300 / night
  • Waterfront Pool
• • 
  • Villas on the Beach 403 Royal Westmoreland 1
  • 3 BR
    3 BA

  • This third floor, 3 bedroom penthouse enjoys panoramic views over the turquoise Caribbean Sea.

  • $290–$803 / night
  • Pool
• • 
  • Villa 1440 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • The entry way is marked by the view of a gentle waterfall, surrounded by a naturally lit, spacious foyer and living room. The living room is surrounded by paintings of luscious guava fruits, succulent limes, and authentic local artwork.

  • $1,700–$3,300 / night
  • Waterfront Pool
• • 
  • Villa 1437 at Palm Grove Four Seasons Resort
  • 2 BR
    2 BA

  • Villa 1437 uplifts spirits and stimulates the senses. Presented in attractive decorative order, this contemporary and brand new villa was only recently completed. A revitalizing mix of cool blues and bright yellows creates a complementary color scheme.

  • $1,250–$2,400 / night
  • Pool
• • 
  • Island Haven Ka'anapali
  • 3 BR
    3 BA

  • The moment you choose Island Haven as your vacation home, you will find your own personal sanctuary.

  • $895 / night
  • Pool
• • 
  • Vista 2BR Residence at Waikoloa Waikoloa Beach Resort
  • 2 BR
    2 BA

  • The 3-Diamond rated Vista Waikoloa features spacious 2 bedroom luxury residences with extra living space.

  • $175 / night
  • Pool
• • 
  • Villa 1441 at Palm Grove Four Seasons Resort
  • 3 BR
    3 BA

  • Villa 1441 exudes sophistication. The rich dark woods contrast the crisp white walls. Timeless ceramic pieces adorn the bedrooms. Intricate fruit bowl paintings bring the luscious produce to life. The backyard area complements the simplicity of the entire home, with a few tastefully planted trees and native yellow Alamanda flowers.

  • $1,700–$3,300 / night
  • Waterfront Pool
• • 
  • Infinity at the Tryall Club Tryall
  • 5 BR

  • Among the newest Premier villas at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea.

  • $1,715–$2,858 / night 1 Special
  • Pool
• • 
  • Casa del Mar Kaanapali Ka'anapali
  • 5 BR
    5.5 BA

  • This incredible estate-sized home built with superior construction and quality materials is nestled in the Pinnacle, which is atop the lush hillside known as the Kaanapali Golf Estates.

  • $1,495–$1,695 / night
  • Pool