Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Studio Oasis in Waikīkī w/Kitchenette And A/C - Waikīkī Grand #404
Waikīkī Grand Hotel #404 on the fourth-floor: Begin the day with a fresh cup of coffee and breakfast favorites from your kitchenette. Essential kitchen items and takeout can be stored in your refrigerator. Food can be prepared on the two-burner cooktop or reheated in...
Two-story condo in central Poipu with lanai, pool & W/D - walk to Baby Beach
Waikomo Stream Villas 132Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tropical breezes, lush landscaping, and beautiful on-site amenities await at this two-story condo in Waikomo...
Gorgeous 2/2 Remodeled & upgrades galore!
Beautiful 2 bedroom 2 bath main floor condo boasts comfort and elegance! GORGEOUS! Located in highly sought after complex on the south shore of Maui. Fully loaded and wonderfully decorated. One bedroom is a suite with a king bed. The other is furnished with a queen bed....
Koa Resort 5i-updated 3BR, Pool, Tennis, Hot Tub, Zoned AC, Sleeps 9, pool view
Koa Resort 5i is a rare find—an ideal retreat for families and friends seeking comfort, beauty, and the best of island life. Discover the relaxed luxury of Koa Resort 5i, a beautifully renovated 3-bedroom, 2-bath condo just steps from South Maui’s stunning beaches....
Hale Honu -Turtle House Oceanview Luxury Penthouse
Located in the beautiful area of Waikoloa Beach resort, just 5 minutes from the beach, Restaurants, shopping, and nightlife. Enjoy the Penthouse suite in Vista Waikoloa and ocean views from the wrap around Lanai. This unit has been completely renovated with a modern...
Newly Renovated High-end 1 bedroom, 2 bathroom Wailea Condo close to beach
The Palms at Wailea #1804 has been completely renovated, be among the first to enjoy this brand-new high-end renovation in Wailea in which every room has been updated. This bright, spacious condo has a refreshing beach personality, 1000+ sq. ft., and 2 large lanais for...
Fresh, Bright, New! Near Hanalei. Walk to the ocean in minutes.
Aloha and Welcome to Hale Honu O Hanalei ~ House of the Turtle.This hidden jewel sits on the ridge above the Hanalei Valley on Kauai's tropical North Shore. Tucked away on a quiet side road, and walking distance to one of the North Shore's best-kept secret beach trails....
Waipouli Beach Resort Exquisite Oceanview Overlooking the Fantasy Pool
Waipouli Beach Resort Exquisite Oceanview Overlooking the Fantasy Pool and Tropical Gardens - Newest Listing! Your Dream Vacation on Beautiful Kauai in this Exquisite Exceptionally Well Decorated Luxury Oceanview Condo overlooking the Fantasy Pool at the World Renown...
Stunning OCEAN-VIEW Condo #C108 – Across the BEACH from Kamaole One Beach!
Escape to paradise in this gorgeous, newly remodeled condo at Kamaole Beach Club (#C108)! Located right across from the beach, this luxurious ground-floor unit offers breathtaking ocean views, upscale finishes, and an unbeatable location in the heart of South...
🏖️Concierge Included | Ground Floor with AC | Walking Distance to Restaurants | vrKCV
vrKCV - Waikoloa Beach Villas L3, Professionally managed by Kona Coast VacationsWelcome to Waikoloa Beach Villas – Your Hawaiian Paradise Awaits!This beautifully appointed ground-floor 2-bedroom, 2-bathroom villa offers a serene escape with sweeping golf course views...
Charming Kihei Oasis Vistas
Summary:Bright, modern, and spacious. Thoughtfully designed to elevate your experience with us. This completely remodeled one-bedroom, two-bathroom condo features luxurious touches throughout paired with nice ocean view from the lanai. Located in the sunny and vibrant...
Family friendly condo, bright and beachy, walk to the beach! AC, pool, hot tub!
Maui needs your help. I live here on Maui and have been volunteering in the medical tents and with organizations delivering supplies to those in need. And the ongoing effort will need to continue in Lahaina for years to come. But Maui is open for tourism and thousands...
REMODELED Luxury Townhouse in Mauna Lani
The Islands is a luxury townhouse community located in the Mauna Lani Resort. With mature tropical landscaping & the low density in this community, The Islands is a quiet tropical oasis. D4 is an end townhouse with only one shared wall with an adjacent unit. The two...
Quiet Kiahuna plantation #88, New Remodel with AC
Kiahuna plantation unit 88 in Building 16.You are very short walk away from a beach, actually 200 steps.On ground floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai! This newly remodeled 1 bedroom 1 bathroom Kiahuna...
Beachfront Condo at Beach Villas at Ko Olina | Hale Hoaloha by AvantStay
Welcome to Hale Hoaloha! With an ideal location in the charming Ko Olina Kai resort, this condo offers one-of-a-kind access to the shimmering waters and sandy beaches that make Kapolei so unique. Thirsty from the tropical heat? Grab your friends and sip fruity...
Nearly beachfront, peaceful bungalow at the reef. Snorkel, swim, lounge, nap.
Peaceful cottage getaway at the reef. Enjoy a slice of Hawaiiana in the heart of the South Kohala Coast. Quiet, midcentury modern, newly refreshed cottage just steps from sand beaches, lava tidepools, snorkel, dive, swim, boogie, nap, picnic, beachcomb, walking,...
Peaceful Volcano Home Near National Park!
A tropical paradise awaits when you book a stay at this 2-bedroom, 2-bathroom Volcano vacation rental! Located on the historic Volcano Golf Course, this home provides a fully equipped kitchen, a deck with a golf course, spectacular stargazing and Mauna Loa sunset views,...
❤️PiH❤️ Hapuna Sunsets ★ Beachfront ★ Steps From Ocean ★ A33
Welcome to Hapuna Sunsets at Hapuna Beach Residences brought to you by Paradise in Hawaii Luxury HomesThe shimmery Pacific Ocean beckons you from the moment you wake. Enjoy vibrant sunsets over the ocean each evening. Steps away from your condo is the stunning Hapuna...
Beautiful Oceanview Home
Welcome to paradise.This is a private entire house rental with an operator residing on the building site, If any problems arise we are here 24/7 to help, make recommendations, give directions etc, but we keep a low profile and do not use any amenities when guests are in...
Mahina Cottage, Mahina Cottage
Mahina Cottage is a charming and romantic Thai-inspired guest house. It is perfectly set up for a truly rejuvenating stay or intimate retreat.This marvelous accommodation is for the nature-lover who enjoys luxury. It boasts a large bamboo-rail deck which looks out onto...
❤️PiH❤️ Hapuna Surfside ★ Beachfront ★ Steps From Ocean ★ B26
Welcome to Hapuna Surfside at Hapuna Beach Residences brought to you by Paradise in Hawaii Luxury HomesNOTE: To use of the hotel privileges at the Hapuna Westin and Mauna Kea Beach hotel. The fee is $130/ day, plus tax in 2025, for the entire group (Not per person) and...
Luxury Townhome on Kauai’s Beautiful North Shore
Welcome to Nihilani on Kauai's Lush North Shore. As a guest in this charming townhome, you will enjoy the privacy of two lovely lanais, two separate living areas (with a coffee bar/kitchenette in the downstairs living space), two bedrooms, two and a half baths, a two...
Polo Beach 808! Unique Opportunity One-Bedroom, Top Floor Home
Unique opportunity to stay in a one-bedroom, top floor home at one of the most desired properties on Maui. Polo Beach #808 will be your favorite place to stay when visiting the island. Top floor, corner unit with EXQUISITE VIEWS of the Pacific Ocean, Molokini,...
Beachfront Oasis for Two on Sugar Beach in Kihei - Kealia Condominiums #302
Kealia 302 offers beachfront living right on Sugar Beach! This beach is known as the best walking beach on Maui. And after a full day of sightseeing, shopping or other activities, you can fall asleep to the gentle sound of the surf. It's the best sound machine in the...
Kihei Surfside #509: Stylish Oceanfront Oasis with Spectacular Views!
Kihei Surfside #509 – Oceanfront Elegance with Split-Duct AC and Sweeping Coastal ViewsWelcome to Kihei Surfside #509, a serene 1-bedroom, 1-bathroom oceanfront condo offering uninterrupted views of the Pacific Ocean and Maui’s southern coastline. Designed for a...
*oceanfront *exclusively Upgraded 1 BED 1 Bath
The Royal Mauian 208 is a stunning fully remodeled and oceanfront condo. This one bedroom apartment is bright and airy equipped with spacious living area offering a queen sleeper sofa as an additional sleeping arrangement. You will enjoy magnificent, OCEANFRONT views...
Breathtaking penthouse ocean view in South Kihei
Menehune Shores is an oceanfront complex located in North Kihei, which is ideal for families and couples that don’t like rain, love beautiful sandy beaches excellent for swimming, snorkeling, sunset watching and enjoyable relaxed condo living! Truly oceanfront, there is...
❤️PiH❤️ Sunset Breeze ★ Hilton Pool & Waterslide Passes Included ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest elegant home, Sunset Breeze, in our Hawaiian Luxury Collection. Sunset Breeze is a wonderful new large single level 4 bedroom, 3 bathroom home. This home is an amazing family retreat in the...
Cozy and Modern Style Studio with King Size Bed Free Laundry in HPP
Built in 2022!This cozy 1-bedroom studio, with its own private entry next to the main house separated by garage, is located on a one-acre land harboring the most unique feature of Hawaii Paradise Park in Keaau and offers a real retreat from the busy world. Within a 5...
Hale Kai O'Kona #7: Luxury Oceanfront End-Unit, Only 2 Min Walk to Beach w/ AC
Please read carefully: Hale Kai O’Kona does not include resort-style amenities such as pools, gyms, or tennis courts. This home offers direct ocean access and a man-made sandy area at the water’s edge.Welcome to Hale Kai O’Kona #7, a spacious oceanfront home perched...
Breathtaking Oceanfront 5 bedroom - Puamana 150-1
Aloha and welcome to your Maui oceanfront dream home—Puamana 150-1.This spectacular front-row oceanfront townhome sits just 30 feet from the water’s edge in the exclusive, gated Puamana community. Recently remodeled and tastefully furnished with a relaxed beach-surf...
Kumulani Residence A3 - Stunning Ocean View Condo
This second-level, ocean view residence offers a great room with sliding glass doors for indoor/outdoor island living and smart TV, a chefs' kitchen with premium stainless steel appliances, and a dining table for six. Additional features include a guest suite, with an...
Ilikai Newly Renovated Ocean View ONE Free Parking
Newly renovated stunning condo unit at the Ilikai hotel is fully equipped with everything you will need for the perfect stay. All new appliances, furniture, flat screen TV's, leather pull out sofa, modern design, bidets, AC, Xbox, Wifi and more. 2 bedrooms, 2 full...
Hilton Pool Pass for stays thru 2025! Waikoloa Fairway Villas J23
This vacation rental is professionally managed by ResorticaHawaiiFairway Villas at Waikoloa Beach Resort J23Please scroll down for detailed informationBedding Configuration:Main Bedroom: King BedGuest Bedroom : 1 Queen Bed and 1 Twin BedHilton Pool Pass: Valid for stays...
Cleaning fee waived!! 5 mins to the Beach/ OCEAN+Mt View. Centrally located
For limited time only 5% monthly discount.Early check in 10:00am and late check out 3:00pm at no additional charge. Breathtaking ocean and diamond head view right from the 32nd floor, features a spacious 1100 square feet with central AC and an open concept living area...
Oceanfront Oasis - Beachfront Condo in paradise at Sugar Beach Resort
Wake up each morning to the sights and sounds of the waves gently hitting the shore as you sit on the private lanai looking at the oceanfront view. Sugar Beach Resort is a beachfront property, no roads to cross to get to the beach, just walk out of your unit and head...
Papakea Penthouse - 3 Br ocean view 1 min walk to the beach! - No cleaning fee!
NO Cleaning fees!!! NO resort fees!!This condo has AMAZING views of the ocean, pool, spa, and beautiful resort grounds. Close enough to walk to several restaurants, grocery store, and food trucks.Three bedroom penthouse unit. The master bedroom has a king bed, the guest...
Coastal Chic Ocean Front Stunning View w AC
Escape to paradise in this modernly furnished 1-bedroom oceanfront condo! Relax on your private Lanai while watching mesmerizing waves and turtles. Enjoy a fully stocked kitchen, heated pool and hot tub. Fall asleep to the waves crashing in the comfy king-sized bed or...
Ocean-view condo, ground floor - pool, hot tub, full kitchen & ocean-view lanai
Polynesian Shores 118Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located on the ground floor, this thoughtfully appointed condo presents pure oceanfront bliss....
🏖️NEW LISTING | Brand New Renovation! | Professionally Managed | vrKCV
vrKCV - Mauna Lani Fairways 1601, Professionally Managed by Kona Coast VacationsFeel the Aloha Spirit and relax in tropical paradise at Sandy Feet Retreat! Newly renovated in the summer of 2022, enjoy the modern Hawaiian vibe in this two-bedroom, two-bathroom townhome...
Secluded home with spectacular ocean and sunset views
Kihei's Hidden Gem (B&B permit #BBKM20210002)offers an ideal setting for your family or group to experience a memorable Hawaiian getaway. This brand new south Maui vacation rental boasts ocean, mountain, and sunset views, a private pool, central air conditioning, and a...
Updated with Ocean & 2-Island View! Free night with 1 week booking!
Enjoy ocean views along with views of Lanai and Molokai, Situated on the 6th fairway of the Kaanapali Royal golf course, condo A202 offers the serenity of watching year round sunsets. This newly remodeled spacious Maui Eldorado 2nd floor condo has been freshly painted...
Puamana Maluhia - Princeville Two Bedroom / Two Bathroom
Come and relax in our newly renovated, two bed, two bath condominium on Kauai's famous North Shore. Adventures abound so rest assured our place will be your spot to rejuvenate. Surrounded by cool coastal towns like Kilauea and Hanalei, Puamana is centrally located...
Hawaii Life Rentals Presents Puu Poa 302
This beautiful third-floor, two-bedroom unit features stunning ocean views from almost every angle and would be perfect for a honeymoon or two traveling couples. The main living area features comfortable, modern furniture with an HD smart TV for all your entertainment...
Wonderful luxury resort townhome, on golf course, near pool ~ Olu'Olu (MLF905)
Summary:Mauna Lani Fairway Luxury Town HomeSwim, Golf, Relax, Rejuvenate, Walk, Run, Snorkel, DiveThis vacation rental accommodates 6 persons.The Space:This unit has a private, direct, open-air entrance minimizing your contact with others. There is only ONE parking...
New Listing! A/C ~ Ocean & Golf Course Views ~BBQ
Relax & recharge in this calm, stylish space. The A/C or tropical breezes await you after a day of island adventure. Nestled near the ocean bluff along the Makai Golf Course. The kitchen is fully equipped. New furniture throughout. Private gas BBQ. Private washer/dryer....
West Maui Ocean Front Resort Papakea Penthouse K-401 2Bed 2Bath with A/C
We invite you to experience one of Papakea's finest top floor, end units K-401. (Fun Fact: Papakea means crest of the wave in Hawaiian) This penthouse unit underwent a complete renovation in 2022. Each bedroom features a beautiful queen size bed with premium Purple...
New Owner Special! Ocean View in KoOlina, HI
Create magical memories at this unique & family-friendly home. Koolina is a resort community with easy access to fine dining, boutique shopping, entertainment and Nature. We are out of the congestion, traffic and crowds of downtown. We are on the drier side of the...
Sunset Suzy's tropical retreat! One free night! After 7 nights.
Sunset Suzys Tropical Retreat is located perfectly 15 minutes outside of Hilo town in a beautiful neighborhood called Hawaiian Paradise park.. It is located on a beautiful one acre lot, filled with fruit trees, green grass, green geckos, and tropical birds. There are no...
Whale Watching Season is Now! Poipu Luxe with Oceanview! Walk to Beaches, Hiking
Experience the best of Kauai’s natural beauty at this serene ocean-view getaway, just 15 minutes from the golden sands of Poipu Beach. Ideal for whale-watching enthusiasts, this spacious retreat lets you witness these majestic creatures right from the lanai during whale...