SPECTACULAR!! Ground Floor Condo Sleeps 5 Golf,Tennis,.Gym Pool, JacuzziFrom $308/night · Sleeps 5
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
SPECTACULAR!! Ground Floor Condo Sleeps 5 Golf,Tennis,.Gym Pool, JacuzziFrom $308/night · Sleeps 5
HALII KAI 15B is booked until May 2025! Discounted rates May thru October!!From $648/night · Sleeps 5
New Modern Studio in Waikoloa Beach Resort- Close to White sand Beaches!From $205/night · Sleeps 2
Direct Ocean FRONT/GROUND FLR, Panoramic DRS, 2 BED/2 Bath EN Suites, Discounts.From $518/night · Sleeps 4
Oceanfront Luxury Top-Floor Unit Stay—Stunning Views, See Dolphins swim by!From $699/night · Sleeps 6
Salt Water Pool⛱️ Ocean View 🌊 Hualalai View🌋 140+ 5 Star Reviews 🌟🌟🌟🌟🌟From $269/night · Sleeps 4
Affordable Rates, Upscale 2BR in Oceanside Complex!From $338/night · Sleeps 5
Luxury accommodations, discounted golf and beautiful sunsets year round.From $359/night · Sleeps 5
Private Penthouse Getaway At Waikoloa Beach Resort 5 minutes from A-Bay BeachFrom $251/night · Sleeps 5
Fairway Villas-2 Bed/2 Bath Lots of updates! Close to golf, shopping, and oceanFrom $203/night · Sleeps 4
Ground Floor Villa, Great Views!From $175/night · Sleeps 6
Hali'i Kai 6D Luxury Condo-Ocean & Golf View!From $293/night · Sleeps 6
Luxurious Hali'i Kai Townhome with fabulous Ocean views and Private Ocean ClubFrom $469/night · Sleeps 8
Seabreeze Retreat-Recently REMODELED-5 Star ReviewsFrom $444/night · Sleeps 6
Luxurious Kolea Penthouse with direct access to Anaehoʻomalu Beach.From $431/night · Sleeps 6
2 Suite Partial Ocean View Villa - Sunsets, Serenity, Beach runs!From $439/night · Sleeps 4
Penthouse Condo with Ocean ViewsFrom $308/night · Sleeps 4
Privacy + Luxury ✨ Oceanfront 🌊 Panoramic View 🌅From $439/night · Sleeps 5
Enjoy viewing the photos of your Hale - home away from homeFrom $115/night · Sleeps 2
Vista Waikoloa Penthouse With Privacy And Wonderful ViewsFrom $284/night · Sleeps 4
Resort Townhome, Close to Shops, Restaurants & BeachFrom $564/night · Sleeps 6
Luxury Resort 🌴 Ocean View 🌊 Golf Membership ⛳From $799/night · Sleeps 6
2 - bedroom Waikoloa Townhouse 106, close to beaches and restaurantsFrom $247/night · Sleeps 6
Luxury Ground Floor Villa, Sunset/Ocean Views, Huge Lanai, 2 King MBR suitesFrom $268/night · Sleeps 4
🏖️Ocean View | Golf | Sunset | Pool | vrKCVFrom $715/night · Sleeps 6
Kolea 14K ~ Immaculate, Luxurious, Special Rate+ Lava Lava Beach Cards!From $650/night · Sleeps 6
Villa de Aloha at Kolea Villa Big island Hawaii!From $359/night · Sleeps 6
Heated Pool and includes beach gear! Waikoloa Fairway Villa L4From $397/night · Sleeps 7
3 BR Waikoloa Home with Hilton PassFrom $547/night · Sleeps 8
Reserve Your 5 STAR Big Island Get-a-way ⭐⭐⭐⭐⭐From $185/night · Sleeps 2
Your Island paradise!! Home Away From Home 3 Bedroom 2 1/2 Bath Luxury VillaFrom $439/night · Sleeps 6
Comfortable and cozy condoFrom $395/night · Sleeps 2
Waikoloa Beach 2bdrm/2ba remodeled condo close to the beach.From $270/night · Sleeps 5
From $308/night
SPECTACULAR!! Ground Floor Condo Sleeps 5 Golf,Tennis,.Gym Pool, Jacuzzi
waikoloa village, Hawaii
★★★★★ 10.0/10 · 188 reviews
This is a an amazing 1 bedroom 1 Bath ground floor unit with plenty of space. It has been fully renovated with beautiful furnishings inside and out....
From $648/night
HALII KAI 15B is booked until May 2025! Discounted rates May thru October!!
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 183 reviews
OCEANFRONT ** Handicap accessible bath and shower *No stairs *No carpet* Uncluttered*Open the door Hali'i Kai15B and feel the Aloha greeting from the...
From $205/night
New Modern Studio in Waikoloa Beach Resort- Close to White sand Beaches!
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 182 reviews
This studio has a separate entrance from the main house through a tropically planted courtyard. It is located in Waikoloa Beach Resort in a luxury...
From $518/night
Direct Ocean FRONT/GROUND FLR, Panoramic DRS, 2 BED/2 Bath EN Suites, Discounts.
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 168 reviews
Several discounts are available.Hali'i Kai is a gated community located in the Waikoloa Beach Resort area,approximately 18 miles from the Kona...
From $699/night
Oceanfront Luxury Top-Floor Unit Stay—Stunning Views, See Dolphins swim by!
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 168 reviews
Aloha and welcome to the idyllic gated community of Hali'i Kai! We're thrilled to introduce you to our exquisite, 180-degree oceanfront condo, where...
From $269/night
Salt Water Pool⛱️ Ocean View 🌊 Hualalai View🌋 140+ 5 Star Reviews 🌟🌟🌟🌟🌟
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 165 reviews
Welcome to Paradise! Enjoy Hawaii's Big Island from your private condo (with an ocean view)! Your condo within the Vista Waikoloa Complex features: 🌴...
From $338/night
Affordable Rates, Upscale 2BR in Oceanside Complex!
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 163 reviews
This large upscale 2BR/2BA villa is at Hali'i Kai, the only OCEANFRONT condo community within the famous Waikoloa Beach Resort. Besides a great...
From $359/night
Luxury accommodations, discounted golf and beautiful sunsets year round.
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 161 reviews
Luxurious ground floor "no stair steps" villa with private lanai, large lawn area and wide open views of the golf course. Granite slab counters in...
From $251/night
Private Penthouse Getaway At Waikoloa Beach Resort 5 minutes from A-Bay Beach
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 160 reviews
Beach Access, A-Bay Beach, a 5 minute drive. Our beautiful luxurious two-bedroom, two-bath penthouse condo located in a private gated community....
From $203/night
Fairway Villas-2 Bed/2 Bath Lots of updates! Close to golf, shopping, and ocean
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 157 reviews
Welcome to our family’s piece of paradise. We’ve been travelling to Hawaii for twenty years, and our condo is the fulfillment of a dream to call the...
From $175/night
Ground Floor Villa, Great Views!
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 133 reviews
You'll find all the comforts of home in this tropically furnished condo with scenic views of the mountains and golf course. Picture yourself relaxing...
From $293/night
Hali'i Kai 6D Luxury Condo-Ocean & Golf View!
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 128 reviews
Elegantly furnished Condo with Ocean Views from every room located on the Waikoloa Beach Golf Course! Walk to Waikoloa Hilton (restaurants, shops),...
From $469/night
Luxurious Hali'i Kai Townhome with fabulous Ocean views and Private Ocean Club
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 128 reviews
Hali'i Kai Ocean Front Resort is truly a gem on the sun-drenched Kohala Coast of the Big Island in the Waikoloa Beach Resort. The properties' grounds...
From $444/night
Seabreeze Retreat-Recently REMODELED-5 Star Reviews
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 120 reviews
This beautifully decorated deluxe three bedroom condo is situated in the heart of Waikoloa Beach Resort. With no units above or below, the condo...
From $431/night
Luxurious Kolea Penthouse with direct access to Anaehoʻomalu Beach.
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 105 reviews
Located in the acclaimed Kolea community, one of the most sought-after oceanfront developments on the island, Hale Mermaid penthouse is a spacious 2...
From $439/night
2 Suite Partial Ocean View Villa - Sunsets, Serenity, Beach runs!
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 104 reviews
Enjoy a fully maintained villa where everything actually works the way it should. Arrive without worrying about buying your kitchen, bath and laundry...
From $308/night
Penthouse Condo with Ocean Views
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 90 reviews
**December dates available due to cancellation. Not usually available over Christmas** Vista Waikoloa – Your Big Island Escape AwaitsPerched on the...
From $439/night
Privacy + Luxury ✨ Oceanfront 🌊 Panoramic View 🌅
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 90 reviews
Summary:Hali’i Kai in Waikoloa Beach Resort • 69-1033 Nawahine Place #13D • 5★ RatedHali’i Kai 13D is a Kohala Coast oceanfront corner villa located...
From $115/night
Enjoy viewing the photos of your Hale - home away from home
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 87 reviews
Welcome to the Aloha State. One thing about the space you cannot see in the pictures is that we clean green, which means no toxic chemicals in your...
From $284/night
Vista Waikoloa Penthouse With Privacy And Wonderful Views
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 84 reviews
Our CondominiumOur condo at Vista Waikoloa complex is surrounded by beautiful views of the ocean, lush gardens, palm trees, and fairways of the Beach...
From $564/night
Resort Townhome, Close to Shops, Restaurants & Beach
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 69 reviews
Aloha and Welcome to Leilani Kai at the Beach Villas in Waikoloa Beach ResortYour perfect Hawaiian vacation begins here. From lush, palms and lava...
From $799/night
Luxury Resort 🌴 Ocean View 🌊 Golf Membership ⛳
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 65 reviews
Summary:Hali’i Kai in Waikoloa Beach Resort • 69-1033 Nawahine Place #10A • 5★ RatedHali’i Kai 10A is a stunning oceanfront condominium in the highly...
From $247/night
2 - bedroom Waikoloa Townhouse 106, close to beaches and restaurants
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 58 reviews
New rental listing starting September 2023Welcome to our relaxing, freshly updated Villa at the Waikoloa Colony Villas. Unit 106.New furniture, and...
From $268/night
Luxury Ground Floor Villa, Sunset/Ocean Views, Huge Lanai, 2 King MBR suites
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 56 reviews
This exceptional and private condominium is the first ground floor villa at The Shores at Waikoloa Beach. It consistently gets high reviews.Villa One...
From $715/night
🏖️Ocean View | Golf | Sunset | Pool | vrKCV
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 56 reviews
Ocean View Ground-Floor Condo Near Ocean Club | Hali'i Kai 10EWake up to ocean breezes, golf course views, and unforgettable sunsets at Hali'i Kai...
From $650/night
Kolea 14K ~ Immaculate, Luxurious, Special Rate+ Lava Lava Beach Cards!
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 51 reviews
Kolea 14K Fall Special Only $450/nt+tax!$100 Lava Lava Beach Card Emailed to you upon arrival!The perfect vacation rental awaits you! This 3 bedroom,...
From $359/night
Villa de Aloha at Kolea Villa Big island Hawaii!
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 50 reviews
Luxury Kolea Villa at Big Island Waikoloa ResortWelcome to Big Island's most luxurious condo Kolea Villas Resort in front of A bay ( aka Waikoloa...
From $397/night
Heated Pool and includes beach gear! Waikoloa Fairway Villa L4
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 47 reviews
This vacation rental is professionally managed by ResorticaHawaiiPLEASE NOTE: The Fairway Villas at Waikoloa will be undergoing exterior painting...
From $547/night
3 BR Waikoloa Home with Hilton Pass
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 40 reviews
Hilton pass included! 8 seat minivan available.This pristine 3 bedroom, 3 bathroom home has 1,725 square feet in 2 stories with expansive outdoor...
From $185/night
Reserve Your 5 STAR Big Island Get-a-way ⭐⭐⭐⭐⭐
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 34 reviews
Looking for just the right place to enjoy your Big Island Hawaiian Holiday? Treat yourself to a fresh approach. Your own private 1 bedroom 1 bath...
From $439/night
Your Island paradise!! Home Away From Home 3 Bedroom 2 1/2 Bath Luxury Villa
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 33 reviews
Your Island Paradise Awaits You! Feel right at home in our spacious 1700 square foot, 3 bedroom, 2 1/2 bath Villa with an attached garage. This...
From $395/night
Comfortable and cozy condo
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 32 reviews
Welcome to our slice of Hawaii paradise! This fully updated and remodeled unit offers a taste of luxury in every corner. From the tiled entrance,...
From $270/night
Waikoloa Beach 2bdrm/2ba remodeled condo close to the beach.
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 29 reviews
Enjoy our remodeled 2 bedroom condo conveniently located close to the resort pool and Pavilion. This condo is well equipped and used exclusively for...