Search To-Hawaii.com
Villas, Pools and Kona Coast
See private estates, beachfront villas and oceanview luxury homes on Big Island.
Featured Luxury Rentals
Start with private homes and oceanfront estates chosen for a higher-end Hawaii stay.
From $1,710/night
The Lodge at Kaloko is a luxurious 5-bedroom estate located at 2,200 feet elevation in the heart of Hawaii's Kona Cloud Forest. Just 15 minutes from...
From $7,944/night
Four Seasons Hualalai 5-Bedroom Estate is a luxurious 6,500 square foot private retreat on the Big Island's Kona coast. Nestled within the exclusive...
From $8,471/night
Laueki 8 at Hualalai Resort is a private 4-bedroom, 4.5-bath luxury retreat offering panoramic ocean views, a heated infinity-edge pool with spa, and...
From $9,710/night
Noiulu One is a brand-new 6-bedroom, 6.5-bath gated estate in Hualalai's exclusive Noi'ulu Estates, offering over 6,400 sqare feet of luxurious...
From $8,107/night
Pohinahina Hale at Hualalai Resort is a serene 5-bedroom, 4.5-bath luxury estate featuring over 5,700 square feet of indoor-outdoor living space and...
From $8,062/night
Hale 'O Ka La is a luxury 5-bedroom, 5.5-bath estate in the prestigious Mauna Kea Resort, offering 5,358 square feet of elegant indoor-outdoor...
From $8,343/night
Uluhala Place is a brand new 6-bedroom, 6.5-bath luxury estate at the Four Seasons Hualalai Resort, offering 6,000 square feet of refined...
From $6,682/night
Pu'ukole 28 at Hualalai Resort is a serene 4-bedroom, 4.5-bath estate with expansive ocean and golf course views from its prime location along the...
From $6,382/night
Moana Makai & Moana Mauka are two luxurious oceanfront vacation rentals in Kailua-Kona, offering a combined 13 bedrooms and stunning ocean views....
From $3,150/night
This oceanfront 4-bedroom, 4-bath luxury vacation home in Kailua-Kona offers serene island living just 5 minutes from town. Nestled in a private...
From $2,700/night
This stunning oceanfront 4-bedroom vacation home in Kailua-Kona offers luxurious island living with panoramic views of Holualoa Bay. Located off...
From $2,298/night
Kailua Kona Estate is the Big Island's largest private vacation home — a 9,452 square foot architectural masterpiece perched on 5 acres just minutes...
From $3,795/night
Hale Nana Kohola is a spectacular oceanfront retreat in Puako, offering 7,000+ square feet of luxurious indoor-outdoor living on Hawaii's...
From $2,070/night
Heavenly Waters Hawaii is a serene oceanfront vacation rental in Puako, offering a peaceful tropical retreat ideal for families and small groups....
From $2,000/night
The Home of the Hula Moon is a stately 4-bedroom, 4.5-bath oceanfront Puako vacation rental, offering sweeping views, year-round sunsets, and...
From $8,565/night
Puka Pa 4 is a stunning 5-bedroom, 5.5-bath luxury estate in Hualalai's exclusive Puka Pa neighborhood, just minutes from the resort core. This 4,991...
From $4,755/night
Waterfalling Estate is a one-of-a-kind oceanfront compound perched along Hawaii Island's Hamakua Coast, featuring a private 85-foot waterfall,...
From $2,420/night
Hapuna Modern House is a striking 5-bedroom, 5.5-bath architectural estate perched above Mauna Kea Resort, blending sleek Hawaiian Modern design with...
From $1,844/night
Kona Kai Hale is a stunning 5-bedroom, 5.5-bath oceanfront estate in a private gated community near historic Kona Village. This modern sanctuary...
From $2,817/night
This elegant 3-bedroom, 3.5-bath Hawaiian luxury villa in the prestigious Kauna'oa community at Mauna Kea Resort offers a serene indoor-outdoor...
From $2,084/night
Hale Konane is a luxurious 5-bedroom, 5-bath retreat nestled on the 17th green of Mauna Lani's South Golf Course, offering panoramic fairway and...
From $11,008/night
Located in Kea'au just south of Hilo, the Japanese Style Pool House is a serene Hawaiian retreat blending traditional Japanese elegance with island...
From $6,731/night
Kumukehu 15 is a luxurious 3-bedroom, 3.5-bath Hualalai estate boasting one of the best locations in the resort, just steps from the beach and Four...
From $8,057/night
This thoughtfully designed 4-bedroom, 4.5 bath home is the ultimate in modern design and construction and just 6 minutes to resort amenities. All...
From $7,389/night
Waiulu Estate Villa is a 5-bedroom, 5-bath luxury retreat in the exclusive Four Seasons Hualalai Resort. With two private Ohana cottages, over 5,000...
More Luxury Stays
See more high-end homes from the same collection in a simple, easy-to-scan layout.
Hoku Hale – Ainamalu at Waikoloa Beach Resort
122 Hainoa – Designer Oceanview Estate with Pool & Spa at Hualalai
Kona Beach Estate: Oceanfront Home with Pool & Private Beach
Tropical Pauoa Beach Oasis – 3BR Home with Hot Tub & Lanai
Pohinahina Place – Serene Hualalai Estate with Ocean Views & Private Pool
Lalamilo Beach House – Oceanfront Estate at Beach 69 with Guest Cottage
Hainoa 10 – Luxury Hualalai Villa with Ocean Views, Pool & Daily Housekeeping
Kahikole Street Estate – Four Seasons Hualalai Home with Pool & Spa
Artevilla at Pauoa Beach - Luxury Estate with Private Pool & Club Perks
The Bluffs 22 – The Beach House Opulent Oceanview Luxe Estate
Na Hale 3: Exclusive Family Retreat with Private Pool and Resort Privileges
Hawaiian Elegance – 5BR Retreat Steps from Mauna Kea & Hapuna Beaches
Kauna‘oa 7B at Mauna Kea – Private Retreat with Pool, Spa & Beach Access
Amaui Island Escape – New 4BR Home with Pool, Spa & Mauna Kea Beach Access
Hale Kalea – Renovated 4BR Luxury Home at Mauna Lani with Pool, Views & Golf Cart
Kauna‘oa 4BR Oceanview Villa with Pool, Spa & Mauna Kea Resort Access
Blue Oasis - Champion Ridge Estate at Mauna Lani Resort
Waiulu Tropical Sanctuary: A Luxury Oceanview Estate at Hualalai
Hapuna Beach Residence B11 at Mauna Kea Resort
One Ocean Mauna Lani Golf Estate 3
The Ridge House at Mauna Lani - Brand New Champion Ridge Estate
Puako Beach Getaway - Luxury Vacation Home with Old Hawaii Charm
Hale Kona A'ekai – Kona Bay Hawaii Tropical Paradise Home
Hale Malulani - Luxury Oceanfront Puako Villa with Pool, Hot Tub & Pickleball!
Dream ~ Exclusive Ocean Front Luxury Home on Wailea Bay, Beach 69 ~ Aina Malia
Treadwell House - Idyllic Setting on Waialea Bay, Kohala Coast
Luana Inn Bed and Breakfast - Oceanview Hilltop Accommodation in Kealakekua Bay
Bali Kai Sanctuary - Luxury Oceanfront Balinese Oasis on the Hamakua Coast