New Bathrooms Coming Soon! Heated Pool and Hot Tub!From $231/night · Sleeps 4
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.
Rental Finder
Find Waikoloa Village Rentals by Condo or Resort
Rental Listings
Waikoloa Village Vacation Rentals Listings
Loading rental map…
Map View · Page 5
Waikoloa Village Vacation Rentals Map
New Bathrooms Coming Soon! Heated Pool and Hot Tub!From $231/night · Sleeps 4
Winter & Spring Specials! Heated Pool, Hot Tub and Ocean Views!From $341/night · Sleeps 6
Most Sought After Condo! Gorgeous 2 bedroom on 9th fairway!From $213/night · Sleeps 4
Beautiful condo with fabulous ocean viewsFrom $113/night · Sleeps 5
Waikoloa Shores Beach Resort #132 Hale KaiFrom $233/night · Sleeps 4
Sweeping Views - Spacious 3 Bds!From $468/night · Sleeps 8
Paniolo Greens Resort 2 BR w/ POOL & HOT TUBFrom $165/night · Sleeps 6
New baths, king bed, open & tranquil pool hot tubFrom $394/night · Sleeps 7
Hilton timeshare in Big Island 2 bedroom 2 bathFrom $4,928/night · Sleeps 6
Golf Swim and Surf Waikoloa VillageFrom $110/night · Sleeps 4
Waikoloa Hills Getaway - 2bd/2bathFrom $126/night · Sleeps 4
Discounts! Experience WaikaloAloha! Cozy. Comfy. Convenient. Views.From $143/night · Sleeps 5
Hawaiian Castle on the hillFrom $109/night · Sleeps 3
Hilton Waikoloa Pool Pass Included for stays thru June 2025. Halii Kai 22H.From $210/night · Sleeps 6
Fairway Villas E-24 2 bed 2 bath on golf courseFrom $158/night · Sleeps 5
BBQ & pool access, Beach Gear, Washer/Dryer, 2 BdrFrom $506/night · Sleeps 4
Spring Specials! Sweeping Ocean and Golf Course Views!From $126/night · Sleeps 2
Wyndham Paniolo Greens | 2BR/2BA King SuiteFrom $158/night · Sleeps 6
Fairway Terrace Waikoloa Condo | 2BR, Pool, Golf Views & Island CharmFrom $183/night · Sleeps 5
NEW Fall Special Sunset Fairway and Ocean Views in WaikoloaFrom $564/night · Sleeps 6
*New* Ocean and Fairway Views from a Waikoloa VillaFrom $144/night · Sleeps 6
Charming two-bedroom condo in the heart of Waikoloa Village!From $238/night · Sleeps 5
*NEW* Pacific-View Waikoloa Home Near Golf and Beach DaysFrom $191/night · Sleeps 6
NEW Fall $pecial Two-Story Golf and Ocean-View Waikoloa EscapeFrom $149/night · Sleeps 8
*New* Fall Sale Freshly Updated Ground-Floor Waikoloa GetawayFrom $295/night · Sleeps 6
*New* Fall Sale Waikoloa Lanai Views with Pool, Tennis and Family GamesFrom $129/night · Sleeps 5
*NEW* Waikoloa Village Lanai Living with Pool and Hot TubFrom $132/night · Sleeps 6
New Fall Deal Ocean-View Golf Condo with Tennis and PickleballFrom $158/night · Sleeps 4
New Fall $pecial Waikoloa 2BR Corner Condo with Golf and Mountain ViewsFrom $222/night · Sleeps 4
NEW! KBM Resorts | FREE CAR | Waikoloa | 2-Bedroom Villa, Steps to Pool & Beach! FVW-L32From $446/night · Sleeps 6
New Waikoloa Beach Resort Fairway Condo for SixFrom $269/night · Sleeps 6
NEW Fall Sale Private Waikoloa Home with Coastal Views and Hot TubFrom $198/night · Sleeps 10
Beautiful condo walking distance to the beach, shops and restaurantsFrom $250/night · Sleeps 4
From $231/night
New Bathrooms Coming Soon! Heated Pool and Hot Tub!
Waikoloa Village, Hawaii
★★★★★ 9.2/10 · 8 reviews
Remodeled two bedroom on the ground floor, two heated pools a great place to relax!Come on over to the Big Island and call this condo home while you...
From $341/night
Winter & Spring Specials! Heated Pool, Hot Tub and Ocean Views!
Waikoloa Village, Hawaii
★★★★★ 9.2/10 · 5 reviews
This condo is situated in a quiet part of the Waikoloa Villas complex. This is a 3 Bedroom 3 Bath condo has been recently renovated with bamboo...
From $213/night
Most Sought After Condo! Gorgeous 2 bedroom on 9th fairway!
Waikoloa Village, Hawaii
★★★★★ 9.0/10 · 47 reviews
Waikoloa Villas E102 is a ground floor 2 bedroom/2 bathroom fully furnished condo.As you enter the condo, you will get the feeling of being home for...
From $113/night
Beautiful condo with fabulous ocean views
Waikoloa Village, Hawaii
★★★★★ 9.0/10 · 37 reviews
Enjoy a relaxing and peaceful breakfast on the lanai, overlooking the golf course and the ocean, sip a cocktail in the hot tub, or go for a swim in...
From $233/night
Waikoloa Shores Beach Resort #132 Hale Kai
Waikoloa Village, Hawaii
★★★★★ 9.0/10 · 8 reviews
Aloha and E Komo Mai to Shores of Waikoloa Hale Kai #132! Step into the welcoming open-concept living area that blends modern amenities with gorgeous...
From $468/night
Sweeping Views - Spacious 3 Bds!
Waikoloa Village, Hawaii
★★★★★ 9.0/10 · 8 reviews
This stylish place to stay is perfect for group trips.“Ho`ohano” is a Hawaiian word that can be used to describe something pleasing or enjoyable, and...
From $165/night
Paniolo Greens Resort 2 BR w/ POOL & HOT TUB
Waikoloa Village, Hawaii
★★★★★ 9.0/10 · 5 reviews
Nearby, discover ten of the world's most scenic golf courses, as well as tropical restaurants, shopping centers, and beachfront bars ideal for...
From $394/night
New baths, king bed, open & tranquil pool hot tub
Waikoloa Village, Hawaii
★★★★★ 9.0/10 · 5 reviews
Summary:Large, tastefully updated unit in desirable Shores at Waikoloa. Immerse yourself in the essence of Hawaiian paradise - light and bright,...
From $4,928/night
Hilton timeshare in Big Island 2 bedroom 2 bath
Waikoloa Village, Hawaii
★★★★★ 9.0/10 · 2 reviews
I have multiple weeks for this property through out the year. If the date you are looking for is not available, just email / message or text me and I...
From $110/night
Golf Swim and Surf Waikoloa Village
Waikoloa Village, Hawaii
★★★★★ 8.8/10 · 90 reviews
, this cute, condo 2/2, is centrally located on the big island. The waikoloa village golf course surrounds the complex on three sides, and is a...
From $126/night
Waikoloa Hills Getaway - 2bd/2bath
Waikoloa Village, Hawaii
★★★★★ 8.8/10 · 21 reviews
Welcome to your Hawaiian getaway! This charming 2-bedroom, 2-bathroom, two-story condo conveniently located directly across fromThe Village Course at...
From $143/night
Discounts! Experience WaikaloAloha! Cozy. Comfy. Convenient. Views.
Waikoloa Village, Hawaii
★★★★★ 8.8/10 · 21 reviews
The Hawaiian term ‘aloha’ runs deeper than a word of salutation. Over many years of visits to the Big Island, we are grateful to have experienced...
From $109/night
Hawaiian Castle on the hill
Waikoloa Village, Hawaii
★★★★★ 8.8/10 · 9 reviews
Welcome to Your Cozy Waikoloa Getaway!Aloha and welcome to our charming one-bedroom, one-bath retreat in beautiful Waikoloa Village! Whether you’re...
From $210/night
Hilton Waikoloa Pool Pass Included for stays thru June 2025. Halii Kai 22H.
Waikoloa Village, Hawaii
★★★★★ 8.6/10 · 20 reviews
This vacation rental is professionally managed by ResorticaHawaiiPLEASE NOTE: Halii Kai 22H has been listed for sale. Guests may be asked to...
From $158/night
Fairway Villas E-24 2 bed 2 bath on golf course
Waikoloa Village, Hawaii
★★★★★ 8.6/10 · 16 reviews
Summary:This 2 bedroom/2 bath villa is the perfect location for your Hawaiian vacation.The unit features a primary suite with a king sized bed, It...
From $506/night
BBQ & pool access, Beach Gear, Washer/Dryer, 2 Bdr
Waikoloa Village, Hawaii
★★★★★ 8.6/10 · 9 reviews
Summary:Renovated Kitchen, Ground Floor CondoThe Space:Note: The hot tub will be closed until approximately the beginning of November due to...
From $126/night
Spring Specials! Sweeping Ocean and Golf Course Views!
Waikoloa Village, Hawaii
★★★★★ 8.4/10 · 37 reviews
Come enjoy Hawaii in this beautiful one bedroom, one bath condo with AC in the living room. The ocean views are unmatched from the lanai! It faces...
From $158/night
Wyndham Paniolo Greens | 2BR/2BA King Suite
Waikoloa Village, Hawaii
★★★★★ 8.0/10 · 1 reviews
Summary:This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. There’s plenty to...
From $183/night
Fairway Terrace Waikoloa Condo | 2BR, Pool, Golf Views & Island Charm
Waikoloa Village, Hawaii
★★★★★ 10.0/10 · 4 reviews
Enjoy a relaxing Big Island escape at Fairway Terrace, a comfortable 2-bedroom, 2-bath condo in Waikoloa Village. Featuring two queen bedrooms, a...
From $564/night
NEW Fall Special Sunset Fairway and Ocean Views in Waikoloa
Waikoloa Village, Hawaii
★★★★★ 68 reviews
Summary:Settle into a Waikoloa evening with golfers crossing the fairway below, dinner on the patio, and the sun dropping toward the Pacific. This...
From $144/night
*New* Ocean and Fairway Views from a Waikoloa Villa
Waikoloa Village, Hawaii
★★★★★ 61 reviews
Summary:Let the lanai decide the pace: coffee with an ocean and fairway view, a leisurely breakfast, then a swim or a set of pickleball before...
From $238/night
Charming two-bedroom condo in the heart of Waikoloa Village!
Waikoloa Village, Hawaii
★★★★★ 46 reviews
This bright and spacious open-concept unit offers the perfect blend of comfort and tropical charm. With beautiful wood flooring, island-inspired...
From $191/night
*NEW* Pacific-View Waikoloa Home Near Golf and Beach Days
Waikoloa Village, Hawaii
★★★★★ 38 reviews
Summary:Take your morning coffee to the lanai and watch the view stretch all the way to the Pacific. This newly updated, three-bedroom Waikoloa...
From $149/night
NEW Fall $pecial Two-Story Golf and Ocean-View Waikoloa Escape
Waikoloa Village, Hawaii
★★★★★ 31 reviews
Summary:Eat breakfast on the covered balcony with the golf course and ocean in view, then head down the coast for a beach afternoon before coming...
From $295/night
*New* Fall Sale Freshly Updated Ground-Floor Waikoloa Getaway
Waikoloa Village, Hawaii
★★★★★ 31 reviews
Summary:Make the kitchen the heart of your Big Island stay at Shores at Waikoloa 136. This open-concept, ground-floor condo sleeps six in two...
From $129/night
*New* Fall Sale Waikoloa Lanai Views with Pool, Tennis and Family Games
Waikoloa Village, Hawaii
★★★★★ 26 reviews
Summary:When the beach bags are still sandy and nobody agrees on the next plan, this Waikoloa condo gives the group options. The two-bedroom,...
From $132/night
*NEW* Waikoloa Village Lanai Living with Pool and Hot Tub
Waikoloa Village, Hawaii
★★★★★ 25 reviews
Summary:Start with a slow lanai breakfast, make a beach plan, and come home to the quieter pace of Waikoloa Village. This fresh two-bedroom, two-bath...
From $158/night
New Fall Deal Ocean-View Golf Condo with Tennis and Pickleball
Waikoloa Village, Hawaii
★★★★★ 23 reviews
Summary:Pour something cold, step onto the furnished patio, and watch the light move across the sixth hole of the Village Course toward the ocean....
From $222/night
New Fall $pecial Waikoloa 2BR Corner Condo with Golf and Mountain Views
Waikoloa Village, Hawaii
★★★★★ 9 reviews
Summary:Let the golf-course and mountain views decide when breakfast is over. Paniolo Greens C212 is a newly renovated corner condo with two...
From $446/night
NEW! KBM Resorts | FREE CAR | Waikoloa | 2-Bedroom Villa, Steps to Pool & Beach! FVW-L32
Waikoloa Village, Hawaii
★★★★★ 9 reviews
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more...
From $269/night
New Waikoloa Beach Resort Fairway Condo for Six
Waikoloa Village, Hawaii
★★★★★ 8 reviews
Summary:Start the day with a fairway, mountain, and lake view, then choose between a pool afternoon, a round of golf, or shopping and dinner around...
From $198/night
NEW Fall Sale Private Waikoloa Home with Coastal Views and Hot Tub
Waikoloa Village, Hawaii
★★★★★ 6 reviews
Summary:Watch the coast and rainbow mountains change color from the deck, then settle into your own private hot tub while the rest of the group...
From $250/night
Beautiful condo walking distance to the beach, shops and restaurants
Waikoloa Village, Hawaii
★★★★★ 6 reviews
Walk to A-Bay Beach, located within Waikoloa Beach Resort. Welcome to paradise in our spacious 2 bedroom 2 bathroom second floor oasis overlooking...