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.
Sky Ala Moana 2908: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4
This stunning 2BR/2BA condo is located in the brand-new Sky Ala Moana building, offering breathtaking ocean views and luxurious amenities. The unit features a spacious living room, a fully equipped kitchen with modern appliances, and two elegant bedrooms with...
Maui Resort Rentals: Honua Kai Konea 348 – XL 1BR w/ Partial Ocean Views, Only 1 Stack Back from Oceanfront!
Boasting a premier location in the closest one-bedroom column to the ocean at the entire Honua Kai Resort, Konea 348 offers fantastic vistas of the tranquil blue Pacific Ocean as well as views of Maui's neighbor island Lanai. Step outside onto the generous balcony and...
Kona Sea Ridge#X1: Beautiful 2 level Spacious 3 bedroom with Ac & Ocean Views
Kona Sea Ridge#X-1 is an excellent beautifully furnished option for your Vacation. This VERY spacious, 2 story 3 bedroom, 3 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people! ~Largest Floor Plan in Kona Sea Ridge. Living Area,...
Ko Olina Kai #17: Spacious, Stylish Retreat with Golf Course Views
Tucked along the prestigious 18th Fairway of the Ko Olina Golf Course, Ko Olina Kai Estate #17 is a private retreat where resort living meets the comforts of home. This executive four-bedroom estate within the gated Ko Olina Kai Resort Community offers expansive fairway...
Kaanapali Royal K102- Maui Luxury at Kāʻanapali Royal | Heated Pool & A/C!
Welcome to Ka'anapali Royal – Your Island Escape in the Heart of West MauiNestled on the lush fairways of the Ka’anapali Golf Course, Ka'anapali Royal is a private resort community offering a refined blend of relaxation and island adventure. Located just above the...
Secluded Beachfront Luxury, Highly Desired Location
10/3/24 DISCLOSURE: Home is listed for sale and guests will need to accommodate showings with 48 hours notice. Reservations may not be guaranteed if home sells or is in escrow prior to arrival.Two-story beachfront home in Mokuleia. Four bedrooms with King, Queen and...
3BD Kauai Family Haven with A/C - Princeville, HI
This beautiful home welcomes you to endless, blissful moments! Situated in the heart of Kauai, this home boasts a beautiful location in Princeville, a charming community known for its magnificent scenery and world-class golfing.The exterior displays a lush backyard with...
2 Bedroom Garden Villa – Hali`i Kai Waikoloa 23C
Stylish island décor creates a casual vibe in this 1,082sf suite with lanai flowing onto the lawn. Homey ease plays out with a modern kitchen opening to the dining/living area, washer/dryer, flat screens, WiFi, double-vanity master bath, ceiling fans and central air....
Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot
Escape the hustle & bustle of Waikiki crowds & enjoy beautiful sunrises, private beach, calm waters & experience amazing turtles sunbathing on the beach. Relax & experience a memorable vacation in our modern beach front condo w/ an Elegant Coastal Décor and serene cozy...
Courtyard and views of Black Rock - Newly remodeled
Unit 556 at the Whaler is a one-bedroom, one-bath. Sitting in the best location on Maui’s prestigious Kaanapali Beach, this luxurious courtyard facing condominium has breathtaking ocean and island views. Relax on the spacious private lanai while looking out over the...
Surreal ocean front view and breezes at Hali'i Kai at Waikoloa Beach Resort
11C is a prime location to enjoy those seamless Hawaiian sunsets. Situated right by the ocean, you will be able to smell the salt air as the winds of Waikoloa breeze on by. The condo is footsteps away from the Ocean Club, where you can enjoy the water front 4 tier lava...
Sunsets in Paradise
Welcome to Sunsets in Paradise - Your perfect Maui vacation rental Sunsets in Paradise is located in the heart of the Ka’anapali-Kapalua area, on the west side of the beautiful Valley Isle of Maui. We are minutes away from Lahaina, the historic Royal Capital of Hawaii...
New Custom Hawaiian Cottage - Poipu Beach- Koloa, Hi
The Sea Glass Cottage offers an unforgettable Garden Isle vacation. This custom-designed Hawaiian style Cottage is located just steps from Poipu Beach. The 2-bedroom, 2 bath Sea Glass Cottage graciously combines the beauty and simplicity of a classic Hawaiian home with...
Hanalei Bay Resort 4303: Oceanview w/ Lanais & Resort Perks, Pools & Tennis
Welcome to Hanalei Bay Resort 4303 by Gather, a stylish one-bedroom, one-bathroom condo perfectly positioned on Kauaʻi’s breathtaking North Shore. Overlooking Hanalei Bay and the Na Pali Coast, this bright and spacious suite blends island charm with resort luxury —...
Alii Villas#116 Ground Floor, No Stairs, Remodeled unit to sleep 4!
Unit#116 at Alii Villas is a newly remodeled beautiful unit. This adorable condo offers an inviting blend of modern updates and island living. Recently refreshed with stylish upgrades, including new appliances and fixtures, this unit is PERFECT for those who are looking...
Wailea Elua 2007 – Oceanview Luxury Condo in the Heart of Wailea
Welcome to Wailea Elua 2007, a stunning 1-bedroom, 2-bath vacation retreat with gorgeous ocean views, a spacious private lanai, and upscale island furnishings throughout. Perfectly positioned within the prestigious Wailea Elua Village, this beautifully appointed condo...
'The Aloha Green House' Retreat w/ Ocean Views!
The ultimate Hawaii getaway awaits at this 2-bedroom, 1-bathroom vacation rental apartment with sweeping views of the Pacific. Ideally located between Kona and Hilo, this home-away-from-home provides easy access to popular areas such as Hawai'i Volcanoes National Park...
Top Remodel of a gorgeous Diamond Head Oceanfront Lanai Condo - Sleeps 4
Legally permitted vacation rental - 2947 Kalakaua Ave 968115Stunning Gold Coast Diamond Head Condo fully remodeled over a two year period.Perfectly situated on Hawaii's Gold Coast, this beautiful home has been treated to nothing but the best with care and attention to...
Wailea Ekahi Gem! Remodeled Large 1BR+sleeper, Close to Beach & Pools, XL Lanai
Experience Maui paradise at Wailea Ekahi 21B, a fully renovated ground-floor one-bedroom/two-bath vacation condo nestled within the prestigious Wailea resort district. This beautiful unit showcases a designer remodel, offering a spacious, modern, and bright atmosphere...
Stunning 5 Star Ocean View Condo with all the Amenities!
Our unit is spacious with high ceilings, ceiling fans, fabulous sunlight, and gorgeous ocean views. This elevated third story unit affords a wonderful lanai with a view overlooking manicured golf courses, tropical flowers, natural lava formations, and lush palm trees...
Live Like a North Shore Local~Walk To Coffee/Store, near Road to Hana, Haleakala
This is it, your peaceful home on the North Shore of Maui, within walking distance to the local coffee shop, small grocery and near the Road to Hana and Haleakala. IMPORTANT: NO LAUNDRY ACCESS - VRBO has a glitch on my property and is showing this amenity but it is not...
Oceanfront Private Home, AC, Outdoor Kitchen, Magic Sands, Lymans Bay, Turtles!
**'LITTLE PIECE OF HEAVEN'** -Heavenly beach house on a little Bay! *Incredible ocean views and the relaxing sound of the waves right outside your door! *ENJOY watching the Turtles sleep and play a few feet away from your lanai * Stay indoors and watch your favorite...
🌺 Oceanfront Resort Napili Shores ~ Majestic Maui Paradise ~ AC ~ Napili Bay! 🌴
Aloha & Welcome to Napili Shores C215, your second-floor end-unit, steps from pristine Napili Bay! Amazing resort amenities - 2 heated swimming pools, hot tub, BBQs, lush tropical gardens, shuffleboard, the famous Gazebo restaurant, Kitchen 5315 & Tiki Bar! Views of...
ICC 16 Kaanapali 2BD Plantation Cottage w AC Near Beach
International Colony Club 16 Maui Plantation Style 2Bedroom Cottage with AC, Large Enclosed Lanai and a Short Walk to the Beach. Experience Maui Year-Round Island Style FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
🏖️Includes access to Mauna Lani Tennis & Fitness facility! | 3 Primary Suites | vrKCV🏖️
vrKCV - Mauna Lani Islands K1, Professionally Managed by Kona Coast VacationsExperience Luxury and Relaxation at Villa K1, The Islands at Mauna LaniAloha! Welcome to Villa K1 at The Islands in Mauna Lani, where your Hawaiian escape combines luxury, convenience, and...
Ground-floor, golf-view condo near A-Bay beach & shops with infinity pool & spa
Waikoloa Fairway Villas O3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the exclusive enclave of Fairway Villas on the Big Island's Kohala Coast, this...
Splendid 2BD w/ One FREE Parking
This lovely 2 bedroom unit is a rare find in Waikiki. With 1,000 sq ft of spacious living, 2 bath, 2 balconies, 1 free parking, split AC, 4 beds, 8 guests, this unit is one you can't go wrong with. We are centrally located making restaurants, Friday night fireworks,...
Ko Olina Resort - Inquire re: Discount!
Welcome to this brilliant townhome in Ko Olina Resort Community. This peaceful retreat offers 3 cozy bedrooms, including 2 king beds and 2 full bed. With AC and heating, guests can relax in comfort. It's easy to see why you'll be able to unwind at our place.Enjoy...
Luxurious 3-Bedroom, The Villages at Mauna Lani #325
Luxurious 3-Bedroom Villa at The Villages at Mauna Lani | Hawaii Dream GetawayWelcome to your private slice of paradise! This stunning 3-bedroom, 3-bathroom luxury villa located in The Villages at Mauna Lani offers the perfect blend of relaxation and elegance, with a...
Hale Kamaole 276 Second floor condo, easy access to best beach on Maui!
**7 Night minimum stay required**Ocean Views Forever – also overlooks beach. Unit just completely Upgraded and remodeled with high end materials, finishes and furniture. Master Bedroom has King Size Bed, spacious Master Bathroom and large flat screen TV. Downstairs...
Paradise vibes awaits @ Hali"i Kai, ocean front resort in Waikoloa Beach
23H Island inspired décor to give you all the feels of Hawaii. This 1400 square foot 3 bedroom, 2 bath condo is located in the most desired resort on the Big Island, Hali'i Kai at Waikoloa. Situated in the coconut grove amongst the relaxing tropical garden, 3 outdoor...
Gecko'z South Sea Bungalows
Welcome to South Sea Bungalows:South Sea Arts has grown beyond the gallery and restaurant designing to provide Polynesian culture aficionados, collectors of Hawaiiana and people who appreciate culture in an oasis to call home during their stay on the island of Oahu....
Poipu Shores 205A - Best views - Compare! miles of coastline -A/C-Fully equipped
Poipu Shores is a gem property perched overlooking the Pacific Ocean on a rocky cliff where you can view sealife year round from your private covered lanai. Enjoy endless views from our oceanfront pool. There are two gas grills, larger ocean front entertainment area for...
~Naupaka Breeze~ Newly remodelled! Ocean View Home 30 Day Stays
Recently updated ocean view home on an ocean front peninsula. Enjoy the views of Laie Bay from the comforts of the home or deck of the house, or venture to the Ocean Front cliffs right in the back yard and indulge in the beauty captured only from this peninsula.Naupaka...
4Br 4.5 Ba Punahele House with Ocean and Mountain Views, Beach Gear, Near Queens Pond
Welcome to the Punahele bluff! The treehouse style upstairs vibe of this house with oversized deck, entertainment kitchen, and extremely large spaces makes you feel like you are part of the Hanalei mountain range. It's so close you can touch it! You have ocean views,...
Elevated Honolulu Sanctuary Renovated w/ Aircon
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Newly renovated in 2024Designer furnishedSecured & gated...
Kakela Kai, Beachfront Kailua Home, Private, A/C
A comfortable beachfront home set in a security-gated neighborhood with central air condition. Decorated with island style rattan furnishings, ceiling fans throughout the house, cool white tile, granite counters and wooden flooring. There is a well stocked kitchen with...
Beautiful Hawaii!nPanoramic Ocean View, a Private Pool!
30 Days Rental!**Rates are subject to change during peak seasons, holiday and summers. Please communicate with Host for renting!Panoramic Ocean & Mountain View from Entire House.Located in central area that is close to everywhere, 5 to 10 minutes to World famous Waikiki...
'We Loved This Romantic Getaway for Two !' - Testimonial.
This rustic wooden mountain cabin is situated next to a forest, in a secluded spot away from the main house, on a 3.5 acre farm. At an elevation of 2,100 feet, it avoids the summer heat at sea level ('Cool and peaceful..' - Teri), yet is close to Kealakekua Bay (5...
NEW | KBM Resorts | FREE CAR | Kapalua Bay Villas | Ocean View | 1-Bedroom condo steps to beach with spacious lanai! KBV-24G3
** 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 and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
New Listing! Peaceful Poipu Retreat Waikomo 200
Experience the perfect blend of serenity and convenience in this beautifully updated one-bedroom corner unit at Waikomo Stream Villas. Nestled among lush Hawaiian foliage, this modern retreat offers a peaceful jungle atmosphere while being just steps away from Poipu's...
Charming Waikiki studio close to beach and centrally located to restaurants, shops and attractions.
Want to be close to the beach and centrally located to restaurants, shops and attractions? Then this is studio for you! The beach is less than 10-minute walk. Shops and restaurants are at your doorstep. After a busy day, relax in this charming studio with queen sized...
Charming Cottage
TVR 4181: Charming cottage above historic Koloa Town, about 20 minutes from Lihue airport.Front door opens into expansive screened-in lanai with dining table. Living room includes comfortable furnishings, seating area and a pune'e, Hawaiian style couch, that can sleep...
Wailea Elua 808 - Scenic Ocean Views, Classic Wailea Charm, Central AC, Wi-Fi
Welcome to Wailea Elua 808, your ideal Maui retreat. This spacious 2-bedroom, 2-bath condo offers the perfect setting for a relaxing getaway or a family vacation. With a thoughtfully designed floor plan, stylish furnishings, and ample natural light, you'll feel at home...
Regency 610 Mala Pua by Destination Kauai - Central AC, Walk To The Beach
E Komo Mai, Welcome to Mala Pua Regency 610!A 2-bd/2-ba ground floor condo in the heart of beautiful sunny Poipu offers the perfect home away from home. Enjoy open living space with two sofas, TV entertainment center, and a fully-equipped kitchen with granite counter...
Beachfront condo w/AC, Ocean Views, Steps to Beach, Sunrises and Moonrises
A spectacular second-floor beachfront condo offers breathtaking views of the ocean. The beach is steps away so take your morning cup of coffee on the beach as you watch the inspiring sunrise and listen to the soothing sound of the waves. Conveniently close to shops,...
1-Bedroom unit on the 21st Floor overlooking the surrounding Waikiki area!
Perched on the 21st floor, this spacious one-bedroom condo offers beautiful city views of Waikīkī's vibrant skyline. Relax on the large lanai and watch the city come alive from dawn to dusk. Inside, you'll find a deep soaking tub for unwinding after a day of...
Ocean View Poipu Sands Condo in sunny Poipu
Beautifully appointed 1 bedroom, 1.5 bath ocean view condo offers the Kauai experience you've been looking for! Highly sought after ground floor unit provides abundant open space and direct access to the barbecue grill and pool. Plenty of free parking close to the condo...
The Best 3bd 3ba Condo Near Ocean with AC Office and Loft ACJ1
TMK: 750180080055TA-014-093-3632-01Alii Cove's Best Ocean Views! This unit is very quiet and has exceptional ocean views from the main lanai and upper lanai. The townhome comes with anything you could possibly need for an extended stay, including super fast wifi! Alii...
Beautiful Oceanfront Kona Reef Resort Private Top Floor Condo A33, AC throughout
We are the proud owners of this beautiful vacation home and we are excited to share this slice of Paradise with you! We are experienced Superhosts and Premier Partners and we have worked hard to make sure you will have the most comfortable stay ever!We have updated this...