Kaupulehu Vacation Rentals

  • Oceanview Upper 2BR Four Seasons Limited Amenity

    Aloha, Come enjoy our SANCTUARY!! Limited Amenities: Our villa has a different amenity package than all other Hualalai rentals. We offer you the ability to stay at a beautifully furnished 2/2 villa within the 5-star Hualalai resort with full ac...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Kailua-Kona

    495 USD - 1,195 USD

    nightly

    4,865 USD - 8,365 USD

    weekly

  • Ground Level, 2 BR Villa, Perfect for Couples or Families, Extra Bed, Ocean View

    Ocean Views... Ground Level, 2 BR Villa with MBR Tropical Shower Enclave & Yard Ground-Level Villa with 180 degree Ocean Views! Professionally Decorated...Model-Sharp, Two Bedroom Split Suites with extra bed available. Great Room opening to Large...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Kailua-Kona

    595 USD - 1,550 USD

    nightly

    4,165 USD - 4,865 USD

    weekly

  • Gorgeous Villa at Four Seasons Hualalai-Panoramic Ocean Views, 2 carts, shopper

    Situated at the center of the exclusive Four Seasons Hualalai Resort on the Big Island of Hawaii, this Villa enjoys breathtaking views of the Pacific Ocean, the Kohala Mountains, and lush fairways of the Tom Weiskopf Golf Course. Features of this...

    3 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Kailua Kona

    1,100 USD - 2,750 USD

    nightly

    19,250 USD - 19,250 USD

    weekly

  • Closest Villa to Four Seasons hotel boasting gorgeous ocean views!

    Golf Villa 1101 boasts impressive ocean views from expansive lanais that extend the length of the Villa. This private retreat is situated near the green of the 18th Fairway, along the Jack Nicklaus Signature Golf Course- the closest residence to ...

    3 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Ka'apulehu- Kona

    1,250 USD - 2,600 USD

    nightly

    18,200 USD - 18,200 USD

    weekly

  • Impeccable, spacious Villa with panoramic views.

    Beautifully appointed, this luxurious Villa is set on a bluff offering panoramic ocean, island of Maui and Kohala Mountain views. Hali'ipua Villas are the newest Villas offered at the Resort. This spacious, split level residence offers the utmo...

    3 Bedrooms, 3 Bathrooms, Sleeps 7

    HI>Kailua-Kona

  • Ocean front Villa- enjoy spectacular views and hotel room service!

    Enjoy unobstructed ocean views~ listen to the waves breaking on the shoreline from the lanai and master suite of this beautifully appointed three bedroom Villa: • 2,523 sq. feet of interior living area, with approximately 466 square feet of lanai...

    3 Bedrooms, 3 Bathrooms, Sleeps 7

    HI>Kailua-Kona

  • Kaimupulehu Grand Estate~Festive 2018~Options for Minimum # of Nights

    Note that VRBO publishes the lowest seasonal rate only. Holiday and Festive rates are higher than this published rate and will vary throughout the year. Please call to receive the correct nightly rate for your preferred dates of travel. Festive 2...

    5 Bedrooms, 5 Bathrooms, Sleeps 10

    HI>Kailua-Kona

  • Fabulous Location - Up Close Golf Course And Ocean Views!

    Walk to everything from this spectacularly located villa fronting the 16th fairway of the Jack Nicklaus signature golf course and just down the street from the Four Seasons Hotel. This is one of the best values offered in this close to resort cen...

    3 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Kailua-Kona

  • Four Seasons Resort Hualalai 3BR/3BA: Winter Select Weeks Remaining $695/nt

    *** Pls note, the calendar is not updated. I will contact you directly on availability. The VRBO/HomeAway engine is very inflexible so I do not accept reservations until I can contact you first to discuss specifics. Pricing varies with the season...

    3 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Kailua-Kona

  • Last Minute Special! Up to 30% off your Sunny Luxury Ocean View Oasis Thru 3/23!

    Are you ready to recharge, refresh and indulge in luxury in the tropics? Our amazing last minute special can help make your dreams of Hawaiian sunshine come true. Availability will not last long - these are the lowest prices ever offered this time...

    3 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Kailua Kona

  • Fabulous Upgraded 3 Bedoom Villa! Great Location.

    Aloha! and welcome to Waiulu Villa 115B at Four Seasons Resort Hualalai. Located perfectly near the center of the Resort, you can enjoy spectacular ocean and golf course views while only being a quick golf cart ride away from the hotel and resort ...

    3 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Kailua-Kona

  • Spacious Palm Villa located close to Four Seasons hotel

    This luxurious, well appointed Palm Villa rental, at the Four Seasons Resort Hualalai, overlooks the 15th Fairway of the beautiful Jack Nicklaus Signature golf course. Sweeping ocean views beyond the golf course combined with the Villa's casual e...

    3 Bedrooms, 3 Bathrooms, Sleeps 8

    HI>Kailua-Kona

  • FABULOUS 2 BEDROOM VILLA CLOSE TO RESORT AMENITIES

    One of the most beautifully appointed villas at Hualalai Resort. Experience true luxury as well as ocean and golf course views overlooking the 15th fairway of the Jack Nicklaus signature course. Located on popular Waiulu street, guests also enjoy ...

    2 Bedrooms, 2 Bathrooms, Sleeps 5

    HI>Kailua-Kona

  • Hillside Penthouse Villa w/Ocean Views~Festive 2018~Minimum # of Nights Options

    Note that VRBO publishes the lowest seasonal rate only. Holiday and Festive rates are higher than this published rate and will vary throughout the year. Please call to receive the correct nightly rate for your preferred dates of travel. Festive 2...

    3 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Kailua-Kona

  • Four Seasons Hualalai Resort - Fabulous Ocean View Villa

    Fabulous 3 bedroom townhouse villa at the Four Seasons Hualalai resort on the Big Island of Hawaii. Full privileges at the resort to include golf, tennis, pools, fitness center, spa and 5 star restaurants. Beautiful Ocean/golf course/Kohala Coa...

    3 Bedrooms, 3 Bathrooms, Sleeps 8

    HI>Kailua-Kona

  • Hualalai Four Seasons Guest House- Sleeps Family of 4

    Four Seasons Guest House Description "Ka Hale Ulu Le'a" means "House of Happiness" in Hawaiian and this is the feeling you experience when entering this Hualalai property. This 550 square foot guest house is a private place where couples can expe...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona