Ocean Tower Waikoloa Village by Hilton - 2 Bedroom PenthouseFrom $925/night · Sleeps 8
Waikoloa Village Upland
Waikoloa Village Vacation Rentals
Waikoloa Village Vacation Rentals
Located just 15 minutes from the Kohala Coast, Waikoloa Village is a peaceful alternative to the bustling beachfront resort zones. It's especially popular with long-term visitors, snowbirds, and travelers seeking value, space, and authenticity without sacrificing convenience. The cooler elevation offers a refreshing climate and incredible sunsets over the coast below.
Key Features of Waikoloa Village Vacation Rentals
- Cooler Upcountry Weather: Elevated inland location means mild nights and comfortable days year-round.
- Golf Course Setting: Many condos and homes overlook the scenic Waikoloa Village Golf Club, a Robert Trent Jones Jr. design.
- Local Amenities: Walk to grocery stores, restaurants, a post office, and community parks.
- Spacious Accommodations: Rentals range from cozy one-bedroom units to larger townhomes right for families or extended stays.
Nearby Beaches and Activities
- Hapuna Beach State Park – One of the island's best white-sand beaches, great for swimming and sunbathing.
- Anaehoomalu Bay Beach – Calm waters, water sports rentals, and sunsets near Waikoloa Beach Resort.
- Waipi'o Valley – A scenic drive away for breathtaking valley views and hiking.
Plan Your Stay in Waikoloa Village
Whether you're looking for a golf-view condo, a spacious family townhome, or a long-term rental near the Kohala Coast, Waikoloa Village offers a laid-back and affordable gateway to the Big Island's best beaches and attractions. Scroll down to explore available properties and plan your upcountry island escape today.
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Waikoloa Village Vacation Rentals Map
Ocean Tower Waikoloa Village by Hilton - 2 Bedroom PenthouseFrom $925/night · Sleeps 8
Walk to Beach from Lux Condo w/Hilton Pool PassFrom $1,111/night · Sleeps 7
Waikoloa | Pool & Beach Access | Ocean Breeze StayFrom $1,326/night · Sleeps 4
Luxurious Kolea Kai Villa, Private Lanai w/ Ocean Views, Beach Club, Kona CoffeeFrom $1,412/night · Sleeps 6
QUIET COMFORT! SALE!!! 199/nite APRIL, MAY, JUNE 2025!!! PL-STVR-2024-000967From $203/night · Sleeps 4
3 Bedroom Spacious Waikoloa Beach ResortFrom $356/night · Sleeps 8
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grillFrom $239/night · Sleeps 6
The Best Ocean View in Waikoloa Village!!From $235/night · Sleeps 3
Ground-floor condo steps to pool, spa & BBQ. Paradise!From $130/night · Sleeps 2
Fabulous Waikoloa Colony Villas 3 Bdrm/3 Bath CondoFrom $341/night · Sleeps 8
Adventure awaits, relaxing begins! Tropical dreams come true in my Fairway VillaFrom $284/night · Sleeps 4
Highly upgraded, Ocean View Kolea PenthouseFrom $2,800/night · Sleeps 6
Ocean Front With Stunning Views! Halii Kai 13EFrom $688/night · Sleeps 8
Spacious ground floor unit. Includes beach gear! Vista Waikoloa D101From $284/night · Sleeps 6
Summer Special 10% Off With 7 Day Booking!From $206/night · Sleeps 2
Ocean Front. Includes Waikoloa Gold Golf Memberships Benefits. Halii Kai 14BFrom $405/night · Sleeps 5
Luxury Kolea Villa in Waikoloa Beach Resort-Oceanfront DevelopmentFrom $586/night · Sleeps 6
Gorgeous 2 Bedroom on Golf Course with Ocean View!From $203/night · Sleeps 6
Spectacular Bottom Floor Villa in Waikoloa ResortFrom $255/night · Sleeps 5
Includes Beach Gear. Bay Club 622 WaikoloaFrom $308/night · Sleeps 4
Includes Hilton Waikoloa Pool Pass for stays for 2025. Waikoloa Beach Villas E4From $616/night · Sleeps 8
Hilton Waikoloa Pool Pass Included for 2025. Waikoloa Beach Villa E1From $504/night · Sleeps 8
SUPER SPACIOUS! Privacy entrance. Comfortable and cozy. Quiet and peaceful!From $124/night · Sleeps 4
Amazing ocean and sunset views! Near beaches. gorgeous pool & spa. It’s the one!From $249/night · Sleeps 5
Ocean View 3BR w ♨️ Hot Tub + AC in Waikoloa Village Beach Gear ⛱️From $413/night · Sleeps 6
Poolside, Ground Floor and Beach Gear Included! Waikoloa Beach Villas B3From $304/night · Sleeps 4
Charming Waikoloa Village Townhome: Swim & ExploreFrom $319/night · Sleeps 6
Golfers Dream Condo with Exclusive Golf Deals!From $479/night · Sleeps 4
Two Incredible 5 star reviewed Kolea villasFrom $1,200/night · Sleeps 15
Hawaiian Family Paradise Retreat – Near Beach & Golf!From $333/night · Sleeps 8
Beautiful 2 Bedroom CondoFrom $144/night · Sleeps 5
BBQ, New Air Conditioning and upgrades!From $269/night · Sleeps 4
Waikoloa Village/Ocean View/Spectacular Sunsets/Golf 3 Bedroom/3 bath CondoFrom $214/night · Sleeps 6
From $925/night
Ocean Tower Waikoloa Village by Hilton - 2 Bedroom Penthouse
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 1 reviews
Ocean Tower Waikoloa Village by Hilton Grand Vacations Club - 2 Bedroom Penthouse **PLEASE READ ENTIRE DESCRIPTION BEFORE REQUESTING RESERVATION**Key...
From $1,111/night
Walk to Beach from Lux Condo w/Hilton Pool Pass
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 1 reviews
When you stay at our 3/2 nestled between the Hilton and Marriot, you`re steps to the beach and a 5-10 minute walk to shopping, groceries, beach-front...
From $1,326/night
Waikoloa | Pool & Beach Access | Ocean Breeze Stay
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 1 reviews
Wake up surrounded by the tropical beauty of Waikoloa and let the Pacific set the pace for your Hawaiian escape. Ocean Tower, a Hilton Grand...
From $1,412/night
Luxurious Kolea Kai Villa, Private Lanai w/ Ocean Views, Beach Club, Kona Coffee
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 1 reviews
Summary:There is no better place to stay in Waikoloa Beach Resort than Kōlea Kai. As the only luxury condominium community with direct walk-out...
From $203/night
QUIET COMFORT! SALE!!! 199/nite APRIL, MAY, JUNE 2025!!! PL-STVR-2024-000967
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 204 reviews
New paint, new bathrooms, new floors throughout. Exceptional townhouse condominium in the Colony Villas at Waikoloa Beach Resort, a gated community...
From $356/night
3 Bedroom Spacious Waikoloa Beach Resort
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 185 reviews
The Waikoloa Beach Resort is one of the most popular vacation destinations on the Big Island of Hawaii. Our Townhome offers everything you would need...
From $239/night
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 176 reviews
Condo, 2 bedrooms, 2 baths, ( Sleeps 6 )Hali' i Kai is a 30 acre gated oceanfront complex on the Big Island of Hawaii with numerous luxurious resort...
From $235/night
The Best Ocean View in Waikoloa Village!!
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 159 reviews
One Bedroom (immaculate) Condo with breathtaking views of the Pacific Ocean, Maui and Kohala Mountain.Welcome to “Kailana” (Sea and Sun roughly...
From $130/night
Ground-floor condo steps to pool, spa & BBQ. Paradise!
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 84 reviews
Welcome to this ground-floor, single-story condo at Waikoloa Villas, where indoor–outdoor living is the star of the show. Start your mornings with...
From $341/night
Fabulous Waikoloa Colony Villas 3 Bdrm/3 Bath Condo
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 82 reviews
You are sure to enjoy a fantastic memorable vacation at our Waikoloa Colony Villa3 bedroom, 2 1/2 bath townhouse at the highly popular Waikoloa Beach...
From $284/night
Adventure awaits, relaxing begins! Tropical dreams come true in my Fairway Villa
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 65 reviews
My Fairway villa is a luxury dream vacation come true. Surrounded by world-class golf courses it is a golfers delight. Beautiful beaches are a short...
From $2,800/night
Highly upgraded, Ocean View Kolea Penthouse
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 65 reviews
Kolea 2F is fully furnished and decorated by local interior designer Mealani Morgan and is located on the only condominium development within the...
From $688/night
Ocean Front With Stunning Views! Halii Kai 13E
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 62 reviews
This vacation rental is professionally managed by ResorticaHawaiiHalii Kai 13E. Ocean Front With Stunning Views!Please scroll down for detailed...
From $284/night
Spacious ground floor unit. Includes beach gear! Vista Waikoloa D101
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 58 reviews
This vacation rental is professionally managed by ResorticaHawaii Vista Waikoloa D101. Bedding Configuration:Master Bedroom: King BedGuest Bedroom:...
From $206/night
Summer Special 10% Off With 7 Day Booking!
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 53 reviews
Experience the best of the Big Island from this beautiful one-bedroom, one-bath ground-floor condo at the highly sought-after Waikoloa Villas....
From $405/night
Ocean Front. Includes Waikoloa Gold Golf Memberships Benefits. Halii Kai 14B
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 52 reviews
Halii Kai 14B. Ocean Front With Stunning Views!Please scroll down for detailed informationWaikoloa Beach Resort Gold Membership Golf benefits...
From $586/night
Luxury Kolea Villa in Waikoloa Beach Resort-Oceanfront Development
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 50 reviews
If you are looking for five star accommodations with incredible views, Or you want to own part of paradise this is the spot! Brand new Villa, newly...
From $203/night
Gorgeous 2 Bedroom on Golf Course with Ocean View!
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 48 reviews
Welcome to our home in paradise! Start or end your day on the large peaceful (newly renovated) lanai - complete with wet bar and wine fridge - with a...
From $255/night
Spectacular Bottom Floor Villa in Waikoloa Resort
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 46 reviews
Walk to A-Bay Beach, located within Waikoloa Beach Resort. Welcome to paradise in our spacious 2 bedroom 2 bathroom bottom floor oasis overlooking...
From $308/night
Includes Beach Gear. Bay Club 622 Waikoloa
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 42 reviews
Bay Club at Waikoloa 622Escape to paradise at this stunning 2-bedroom, 2.5-bathroom Bay Club condo in Waikoloa, perfectly positioned near pristine...
From $616/night
Includes Hilton Waikoloa Pool Pass for stays for 2025. Waikoloa Beach Villas E4
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 42 reviews
This vacation rental is professionally managed by ResorticaHawaiWaikoloa Beach Villas E4Bedding Configuration:Master Bedroom: King BedGuest Bedroom...
From $504/night
Hilton Waikoloa Pool Pass Included for 2025. Waikoloa Beach Villa E1
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 36 reviews
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas E1HILTON POOL PASS: Valid for stays now through December 31,...
From $124/night
SUPER SPACIOUS! Privacy entrance. Comfortable and cozy. Quiet and peaceful!
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 32 reviews
Beautifully decorated spacious one room and one bathroom studio. Sleeps up to 4. Very quiet and peaceful. Wake up rested to the sounds of the doves...
From $249/night
Amazing ocean and sunset views! Near beaches. gorgeous pool & spa. It’s the one!
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 25 reviews
Beautiful ocean and sunset views! Enjoy this relaxing condo in a private gated community. This 2 bedroom, 2 bath condo has everything you may need or...
From $413/night
Ocean View 3BR w ♨️ Hot Tub + AC in Waikoloa Village Beach Gear ⛱️
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 25 reviews
Stay in this spacious 3-bedroom home in Waikoloa Village on the sunny Kohala Coast—just minutes from the Big Island’s best white sand beaches,...
From $304/night
Poolside, Ground Floor and Beach Gear Included! Waikoloa Beach Villas B3
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 24 reviews
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas B3Please scroll down for detailed informationBedding...
From $319/night
Charming Waikoloa Village Townhome: Swim & Explore
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 16 reviews
Feel the sand between your toes and plunge into the salty waters of the Pacific Ocean when you book this 3-bedroom, 2.5-bathroom vacation rental!...
From $479/night
Golfers Dream Condo with Exclusive Golf Deals!
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 13 reviews
Welcome to Waikoloa Beach Villas K22 located on the 3rd Fairway on the New lakes course! This charming 2 bedroom 2 bathroom condo with lanai and BBQ...
From $1,200/night
Two Incredible 5 star reviewed Kolea villas
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 7 reviews
This listing is for two villas located in the best condo community in Waikoloa - Kolea! Our villas have over 150 5 star ratings and we have been...
From $333/night
Hawaiian Family Paradise Retreat – Near Beach & Golf!
Waikoloa Village, Hawaii
★★★★★ 9.8/10 · 6 reviews
Escape to your paradise in this luxurious Hawaiian retreat! This exquisite home offers the perfect blend of relaxation and convenience. Just minutes...
From $144/night
Beautiful 2 Bedroom Condo
Waikoloa Village, Hawaii
★★★★★ 9.6/10 · 102 reviews
Hawaii STVR # 19-345636 Hawaii Tax ID: 067-120-7424-01We owned a timeshare on Hawaii for over 20 years and we purchased this condo in Waikoloa based...
From $269/night
BBQ, New Air Conditioning and upgrades!
Waikoloa Village, Hawaii
★★★★★ 9.6/10 · 102 reviews
Hawaiian Hale with upgrades on appliances and Smart TV!Waikoloa Beach Villa F23 located in Waikoloa Beach Resort on the Kohala Coast. Centrally...
From $214/night
Waikoloa Village/Ocean View/Spectacular Sunsets/Golf 3 Bedroom/3 bath Condo
Waikoloa Village, Hawaii
★★★★★ 9.6/10 · 81 reviews
With all of the options of places to stay on the Big Island, why choose my condo? Here are a few reasons. Remember, we are located on the North...