A Rare Maui Gem Available During Winter Season!

The ultimate luxury is an astounding view from this private guesthouse retreat
– Sky Guesthouse! Live differently –
Imagine an elevated life with continuous and rare 180° ocean + island + mountain... views, inside and out, perched in the sky 500ft above sea level, 9 blocks from the best beaches.


Direct views of Lana'i, Moloka'i and the West Maui Mountains – all the way to Wailuku and Kahului Harbor. Nighttime lights and endless stars. An idyllic, romantic, luxurious, private, safe cottage for 3 months in Maui's High Season.


Sky Guesthouse is nestled in palms on the flanks of Haleakala, high above the street – literally lifted up to the sky – creating a calm and continuous connection with nature. Sky Guesthouse faces the Pacific Ocean due west and has spectacular, many-miles-wide vistas of shimmering ocean and islands, verdant green mountains, floating multi-colored clouds and ever-changing day and night skies.


Sky Guesthouse is your sanctuary for abundant comfort. Appointed w/ original works from Hawaiian artists, custom woodwork, premium beds and linens, stylish furnishings, kitchen appliances and every other amenity necessary for your total comfort. Maui's best beaches, cafes + restaurants are 5 minutes away, as are the Wailea-Makena resorts.


SkyGuesthouse is an architect-designed 1br + 1.5 baths guesthouse. Built new in 2011 and lovingly maintained. Surrounded by lush landscaping w/ stunning views. Detached high-end cottage (maybe Maui Meadows' most luxuriously built) features:


- Spacious one bedroom, 1.5 bath, with large lanai (deck) with private hot tub

- Sweeping 180-degree ocean views of neighboring islands, mountains, coastline and sky

- Polished ironwood and travertine floors throughout

- Open-concept living-dining area with 75" Samsung Smart TV (internet enabled) with Bluetooth sound bar for
music

- Deluxe seating w/12 feet of full-length glass window wall to the ocean + w/ 6 feet glass in bedroom

- Original artwork and accessories throughout

- Outdoor living room lanai w/ cozy seating + dining + retractable overhead awning for sunset dinners,
sunbathing, early morning yoga + gazing at the sun setting on the ocean

- Half bathroom off kitchen

- Fully-equipped gourmet kitchen – Subzero side-by-side refrigerator, 4-burner Viking gas range, Bosch dishwasher, Monogram double wall oven, toaster oven, coffee maker, bar, Vitamix + premium accessories, cookware, dishes, flatware

- Large bedroom with 75” Samsung Smart TV (internet enabled) with Bluetooth sound bar for music

- 300-thread count, polished cotton bed linens

- En suite bathroom with full-height stone tile walls, granite countertops, cherry wood cabinetry and Maytag washer-dryer

- Private hot tub outside your bedroom. Outdoor cabana draperies can be used for privacy – perfect for moonlit bathing and stargazing

- Beach towels, beach chairs, umbrella and cooler

- Dedicated parking


Ascend a gracious exterior stairway to your large lanai with comfortable dining and lounging furniture. Take in the soft curves of Maui's shoreline with the evening necklace of lights along Ma'alaea Bay and lights beyond to the North Shore. Close the cabana draperies. Relax in the warmth of your own hot tub. Be amazed at the stars, moon and Milky Way above. Luxuriate in one of the dreamiest spots on Maui.


Wake to the rare privilege of Maui's glorious views from your bed. Dramatic seasonal sunsets + moonsets. Quiet. Secure. Private. Luxurious. Soothing. Sweeping views.


Live elevated above it all surrounded by nature, privacy + unburdened by distractions. Peace. Beauty. Safety. Healing. Joy. You Are Home.


Click on SkyPoint Maui Guesthouse




AirBnb Superhosts each quarter since May 2016

100% of reviews (566 and counting) are ALL 5-star! Read More