
Photo by Terry Fletcher
Upolu Point holiday rentals
We found 291 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals within easy reach of Upolu Point, HI (UPP-Upolu) that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for spending time at your holiday home, which might include parking and a pool. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Upolu Point, HI (UPP-Upolu)
Showing deals for:14 Nov - 21 Nov
Image gallery for 23 Acre Farm 8 Beds with Ocean Views

1010 out of 10 rating
Exceptional
(6 reviews)
23 Acre Farm 8 Beds with Ocean Views
Kapaau, HI
7% off
Price is S$13,762
S$13,762
S$1,966 per night
includes taxes & fees
Image gallery for Mauna Kea Villa, Walking Distance to the Beach and Hotel - Beyond Perfection!

1010 out of 10 rating
Exceptional
(42 reviews)
Mauna Kea Villa, Walking Distance to the Beach and Hotel - Beyond Perfection!
Kamuela, HI
7% off
Price is S$20,217
S$20,217
S$2,888 per night
includes taxes & fees
Image gallery for Romantic Cottage, Stunning Ocean Views, Whales are jumping!

1010 out of 10 rating
Exceptional
(6 reviews)
Romantic Cottage, Stunning Ocean Views, Whales are jumping!
Hawi, HI
8% off
Price is S$4,087
S$4,087
S$584 per night
includes taxes & fees
Image gallery for Oceanfront Luxury Living w/ Private Pool and Spa

1010 out of 10 rating
Exceptional
(62 reviews)
Oceanfront Luxury Living w/ Private Pool and Spa
Kamuela, HI
7% off
Price is S$17,611
S$17,611
S$2,516 per night
includes taxes & fees
Image gallery for Weekly/Monthly Discounts! Hawaiian Luxury above Mauna Kea & Hapuna Beach!

1010 out of 10 rating
Exceptional
(126 reviews)
Weekly/Monthly Discounts! Hawaiian Luxury above Mauna Kea & Hapuna Beach!
Kamuela, HI
8% off
Price is S$4,690
S$4,690
S$670 per night
includes taxes & fees
Image gallery for View, Value, Comfort, Clean, Gracious Host Available To Assist You In Planning

9.89.8 out of 10 rating
Exceptional
(29 reviews)
View, Value, Comfort, Clean, Gracious Host Available To Assist You In Planning
Hawi, HI
7% off
Price is S$2,147
S$2,147
S$307 per night
includes taxes & fees
Image gallery for Epic Ground Floor Unit - Step onto Hapuna Beach from Large Lanai w/ Plunge Pool

1010 out of 10 rating
Exceptional
(47 reviews)
Epic Ground Floor Unit - Step onto Hapuna Beach from Large Lanai w/ Plunge Pool
Kamuela, HI
7% off
Price is S$18,056
S$18,056
S$2,579 per night
includes taxes & fees
Image gallery for Oceanviews & Barbeques

9.89.8 out of 10 rating
Exceptional
(45 reviews)
Oceanviews & Barbeques
Kamuela, HI
7% off
Price is S$3,750
S$3,750
S$536 per night
includes taxes & fees
Image gallery for Oceanview House near Best Beaches on Big Island, Massage Chair!

1010 out of 10 rating
Exceptional
(39 reviews)
Oceanview House near Best Beaches on Big Island, Massage Chair!
Kamuela, HI
7% off
Price is S$3,579
S$3,579
S$511 per night
includes taxes & fees
Image gallery for Hale Ohia Seaside Charmer Near Iconic Big Island Beaches!

9.89.8 out of 10 rating
Exceptional
(77 reviews)
Hale Ohia Seaside Charmer Near Iconic Big Island Beaches!
Kamuela, HI
7% off
Price is S$3,787
S$3,787
S$541 per night
includes taxes & fees
Image gallery for 🌺Waiulaula Condo 180 Degree Ocean View 🌺 Member of The Club

1010 out of 10 rating
Exceptional
(51 reviews)
🌺Waiulaula Condo 180 Degree Ocean View 🌺 Member of The Club
Kamuela, HI
7% off
Price is S$7,927
S$7,927
S$1,132 per night
includes taxes & fees
Image gallery for Tranquil cottage in peaceful Kohala farm setting

1010 out of 10 rating
Exceptional
(139 reviews)
Tranquil cottage in peaceful Kohala farm setting
Kapaau, HI
8% off
Price is S$1,734
S$1,734
S$248 per night
includes taxes & fees
Image gallery for great ocean view with sunset in dry side of Waimea

9.09.0 out of 10 rating
Wonderful
(11 reviews)
great ocean view with sunset in dry side of Waimea
Kamuela, HI
8% off
Price is S$5,317
S$5,317
S$760 per night
includes taxes & fees
Image gallery for Kick Back and Kick Your Shoes Off

1010 out of 10 rating
Exceptional
(88 reviews)
Kick Back and Kick Your Shoes Off
Hawi, HI
14% off
Price is S$2,071
S$2,071
S$296 per night
includes taxes & fees
Image gallery for Newly renovated piece of paradise. Experience Old Hawaii at its best.

9.89.8 out of 10 rating
Exceptional
(30 reviews)
Newly renovated piece of paradise. Experience Old Hawaii at its best.
Kapaau, HI
7% off
Price is S$3,268
S$3,268
S$467 per night
includes taxes & fees
Image gallery for Best location Long term rentals available

9.89.8 out of 10 rating
Exceptional
(46 reviews)
Best location Long term rentals available
Kamuela, HI
7% off
Price is S$2,392
S$2,392
S$342 per night
includes taxes & fees
Image gallery for Amazing VIEWS, Spacious, Farmstead Living, Hosts with Aloha

9.89.8 out of 10 rating
Exceptional
(51 reviews)
Amazing VIEWS, Spacious, Farmstead Living, Hosts with Aloha
Hawi, HI
7% off
Price is S$2,659
S$2,659
S$380 per night
includes taxes & fees
Image gallery for Best location Long term rentals available

9.89.8 out of 10 rating
Exceptional
(42 reviews)
Best location Long term rentals available
Kamuela, HI
7% off
Price is S$2,392
S$2,392
S$342 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Upolu Point
Mauna Lani Point
Sleeps 6 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
296 reviews(296 reviews)
Frank Lloyd Wright Designed Home in Beautiful Location!
Sleeps 6 · 3 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Castle Hali'i Kai at Waikoloa
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
698 reviews(698 reviews)
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
154 reviews(154 reviews)
Ocean Front Home with a Sandy Beach
Sleeps 8 · 4 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
144 reviews(144 reviews)
Affordable Rates, Upscale 2BR in Oceanside Complex!
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
142 reviews(142 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value