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.
Kona Retreat • Ocean View, Pool & Walk to Beach
Welcome to your Downtown Kona Retreat! This top-floor 2BR/2BA condo offers ocean-peek views, a spacious lanai, and room for up to 6 guests. Enjoy a fully equipped kitchen, AC, pool, hot tub, and easy walkability to beaches, shops, and restaurants. Relax after a day of...
Family-Friendly 2BR Plus Suite at Kings’ Land, Big Island
Step into island living in this generous 2 Bedroom Plus suite (BP2) at Kings’ Land, a Hilton Grand Vacations Club in Waikoloa on Hawaii’s Big Island. This villa comfortably accommodates up to 6 guests, making it a great choice for families or groups seeking both space...
Panoramic Ocean Views with Direct Beachfront Access + Pool & Hot Tub
Our one-bedroom, one-bath condo offers breathtaking ocean views right from your private lanai. Sip your morning coffee while watching turtles swim along the shore, or unwind with a spectacular sunset over the Pacific. Escape the hustle and bustle and immerse yourself in...
King Bed Luxury Beach Studio Heart of Waikiki
About this spaceBrand new saltwater pool! This special place is close to everything, making it easy to plan your visit. Feel right at home in the heart of Waikiki's famous resort district. If you want to avoid having to have a car and prefer to walk across the street to...
Poipu Kai Regency 412 - Two-bedroom Garden View
Poipu Kai Regency 412 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with shower/tub comboBedroom 2: 2 TwinsSecond bathroom: full bath with shower/tub comboSleeps: 4 peopleAC: NoneLaundry: in...
NEW LISTING! Kapaa Condo with Pool and Hot Tub
Perfect Location! East Kauai Condo Escape to this delightful one-bedroom condo nestled in the heart of Kauai's stunning east side at the beloved Plantation Hale resort. Unit G6 offers the perfect blend of comfort, convenience, and charm for your island adventure.The...
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Park Lane Getaway by Gather: Spacious 2BR w/ Ocean view Lanai & Resort Amenities
Welcome to Park Lane Getaway by Gather, an elegant two-bedroom, two-bathroom suite offering the ultimate in luxury and convenience in the heart of Honolulu. Located on the fourth floor of the prestigious Park Lane Ala Moana, this spacious 1,532-square-foot residence...
Oceanfront oasis with whale watching view
Welcome to your oceanfront getaway at Hololani A503, a 2-bedroom, 2-bathroom condo that offers ceiling fans throughout, panoramic ocean views from your private lanai, and a private washer/dryer. This property has elevators for easy access. Unit A503 can accommodate up...
🌴 Newly Renovated Top Floor Condo with Golf Course & Ocean Views 🌴
** Keep in mind that the "3rd bedroom" is a loft area. (See Photos) Enjoy ocean views from your vacation headquarters that lie right on the golfcourse. Country Club Villas offers a peaceful resort setting on the quiet end of Kona inKeauhou. Three pools are shared by...
Ko Olina Kai 1059F by Gather: Lux Condo w/ Lanai, Pool & Walk to Beach
Welcome to Ko Olina Kai 1059F by Gather, a bright and inviting ground-floor 2-bedroom, 2-bath condo offering resort-style living within the exclusive Ko Olina community. Perfectly positioned near golf, beaches, and dining, this home blends modern comfort with the...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Easy Pool Access | 2 Units, 4 Bedrooms | HK ML-1955
** 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! Hawaiian-style 1b with tropical decor
Napili Ridge A15 is a cozy 1-bedroom, 1-bathroom condo with tropical views from your private lanai. It comfortably accommodates up to 4 guests, with a California King bed in the bedroom and a queen sofa sleeper in the living room. Please note, that the condo is on the...
Honua Kai | 4 Free Rental Cars | KBM Resorts | Extra Large Lanai | 4 Units, 8 Bedrooms | HK ML-1287
** 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...
Relax and Unwind at Kihei Akahi D-207 Across from Beautiful Kamaole Beach II
Your Tropical Oasis Across from the Beach!Welcome to Kihei Akahi D-207, your perfect retreat in the heart of Kihei, located directly across the street from the golden sands of Kamaole Beach Park II. This charming 1-bedroom, 1-bathroom condo offers a cozy, stylish haven...
Royal Kahana Maui 402 Ocean View Studio
This bright studio offers sweeping ocean vistas and easy access to Maui’s beautiful beaches—perfect for couples. Unit 402 Ocean View Studio• 4th floor studio with balcony • Studio kitchen includes microwave, stovetop/oven, coffee maker, refrigerator, toaster, blender,...
Hale Kamaole 113 - Relax and Enjoy the Beach
Book with us and come to Maui to explore everything we have to offer!Well maintained condo conveniently located very close to world class beaches, shops, and restaurants! Fantastic location close to the pool with lots of parking on site. Relax on your lanai with the...
Studio Villa
Starting from $500 per night - request your dates nowThe Westin Ka'anapali North in Maui has just what you need for your first, or next, relaxing vacation — a beautiful one bedroom villa. This well-equipped, fully furnished property offers elegant, luxurious living...
Perched at Pearl Harbor
Nestled atop a hill, our home offers an enchanting view of Pearl Harbor. Perfect for remote professionals and families alike, our property provides the perfect blend of comfort and scenic beauty.Welcome to our inviting home, where you can savor breathtaking Pearl Harbor...
Kalama Terrace 2BR with Pool, BBQ & Walk to the Beach
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Experience the best of Maui in this nice island-style 2-bedroom, 1-bath unit at Kalama Terrace! The main...
The Lodge at Kukui‘ula - Villa 2
The four-bedroom villas at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf–designed golf course, sprawling spa...
Oceanview Retreat Walk to Beach & Restaurants
Summary:Prime Location Walk to beach dining shopping Breathtaking Ocean Views Enjoy from private lanai Luxury Memory Foam Bed Sleep like royalty Fully Equipped Kitchen Cook with ease Resort Perks Pool hot tub BBQ grills Exclusive Coupons Save 1000 on Maui activities...
Ocean-City Luxurious Vacation at the Sky Ala Moana with Amazing Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and The...
Maui Ka’anapali Villas #205: One bedroom ocean view on N. Kaanapali Beach
Maui Ka’anapali Villas #205: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access. Maximum occupancy: 2Bed size: King BedAC: Central ACOffice space: Desk and desk chairBright, open and spacious one bedroom condo with ocean views. The expansive shared...
Ocean View, Beach, Pool, Hot Tub, Spa, Waterslide, Lanai
Welcome to Kauai Beach Resort, the ideal oceanfront hideaway for the vacationer looking for a dream escape to Kauai, The Garden Isle!Highlights: -4 lagoon-style pools, 2 hot tubs & a waterslide-Poolside tiki bar + on-site restaurants-Hawaiian Rainforest Spa, fitness...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Large Floorplan | 2 Units, 4 Bedrooms | HK ML-1790
** 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...
Elegant Waikiki Retreat - Ocean View & Luxe Decor
Experience refined island living in this modern Waikiki condo with an ocean view. Designed for the discerning traveler, the space features SoHa Living décor, Nordstrom and Neiman Marcus-inspired furnishings, and Cozy Earth luxury linens. Enjoy a private lanai, stylish...
Island Comfort: 2BR at Wyndham Kona Coast Resort
Enjoy your Hawaii retreat in this spacious two-bedroom suite at Wyndham Kona Coast Resort, designed to accommodate up to six guests. The villa includes two separate bedrooms, a full kitchen with modern appliances, two bathrooms (one with a whirlpool tub in many suites),...
Breathtaking Ocean Views, You'll Never Want To Leave Waikiki!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Oceanfront Retreat! Near Waihee Coastal Dunes and Wetlands Preserve, Pool
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Islands at Mauna Lani M1
Tropical furnishings, island-inspired wall art, and blonde wood flooring combine to make the Islands at Mauna Lani M1 a welcoming and relaxed vacation rental option on the Island of Hawaii. This two-bedroom two and a half bathroom split-level townhouse is perfect for...
Kaanapali Alii 3106
Kaanapali Alii 31062 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________Welcome to 3106, a gorgeous condominium in Maui's exclusive Kaanapali Alii Resort. This deluxe residence offers stunning, unobstructed views of the sparkling...
Luxurious Tent for a Romantic Getaway in Mountain View Village, Hawaii
This luxurious tent is located in the lush rainforest of Volcano, Hawaii, and provides the perfect setting for a romantic getaway, solo traveller, or just a place to detach from your every day bustle and hustle. Inside, the tent boasts a contemporary interior with a...
Pali Ke Kua 9 - 2Br Townhouse - Mountain Views, Pool, Hot Tub
Beautiful Hawaiian Condo with Mountain Views, Pool, & Hot Tub - Steps to BeachNestled in the picturesque town of Princeville, Hawaii, and a short drive to the world famous Hanalei Bay, this charming 2-bedroom, 2-bathroom townhouse-style condo at Pali Ke Kua offers a...
Kai Lani Luxury 6D by Gather: Ground-Level 3BR w/ Ocean View Lanai
Set within Ko Olina’s premier oceanfront community, Kai Lani Luxury 6D by Gather offers a serene single-level retreat where tropical landscapes, gentle ocean breezes, and modern comforts blend seamlessly. This three-bedroom, two-bathroom villa spans 1,320 sq. ft. and...
Aqua Aloha Surf Waikiki 301 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 301 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 222 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
City & Palm View Oceanfront Bliss w/ Free Parking
2022 remodeled and refurbished home
Honua Kai | 2 Free Rental Cars | KBM Resorts | Family Friendly | 2 Units, 3 Bedrooms | HK ML-1355
** 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! KBM Resorts | Ocean Views | FREE CAR | Wailea Ekahi | 1-Bedroom Condo with Luxury Amenities! WKV-45C
** 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...
Charming room near Hanauma Bay
Charming room in the heart of Hawaii Kai. A block away from amazing restaurants, cafes, bars and so much more. Perfect for business trips while exploring everything Oahu has to offer. Near famous beaches and hiking trails - 5 minutes from Hanauma Bay (one of the best...
Beachfront, spacious, absolutely stunning Oceanfront Condo with FREE Parking
Aloha! Our spacious Fourth floor 1 bed 1 bath condo with spectacular views of the beach, ocean and Molokai & Lanai islands awaits your Hawaiian adventure. Enjoy the sights and sounds & breeze of the Pacific Ocean from the living room & kitchen! You can't miss watching...
Poipu Beach• AC• Walk Out• 3-Min to Beach • Pool • Surf School• Snorkel• Turtle
Welcome to your peaceful Poipu Beach retreat — a perfectly located, ground-floor walkout condo just a short 3-minute stroll through lush, tropical gardens to the shoreline. Set in one of the most walkable and convenient areas of Poipu, this home offers a calm, breezy...
Beachfront is set amid palm trees on 6 acres of beautifully landscaped gardens!!
Situated on eastern Kauai's Coconut Coast. This beachfront property is set amid palm trees on 6 acres (2.4 hectares) of beautifully landscaped gardens. The guest rooms are designed in island-inspired decor. On-site amenities include a pool, jet spa, poolside bar, and...
Cozy Apartment In Sought After Neighborhood of Olomana!
NEW PHOTOS! One bedroom, one bath apartment in the quite neighborhood of Olomana. This cute apartment comes complete with a split system Split System AC unit, full bath and kitchenette. Rent is $2,000.00 and an additional $400.00 for All utilities including Cable,...
Grand Opening Prices! Ocean Views! Steps 2 Beach! Entire condo in Kihei, Hawaii!
Welcome to our slice of heaven - Pineapple Paradise! Our recently remodeled condo boasts a peaceful, laid back vibe, making it the perfect choice for a relaxing getaway to escape all your cares.This gem—steps from the beach—is tucked away from the hustle and bustle of...
Elegant luxurious hillside retreat with awe inspiring panoramic ocean and mountain views. 90 day minimum rental.
Nestled on the tranquil hillside of the distinguished Mahinui neighborhood, Hale Kalia is nothing short of a refined sanctuary where modern luxury meets island serenity.Nestled along the tranquil windward coast of O‘ahu, the Mahinui neighborhood in Kāne‘ohe offers a...
The Lodge at Kukui‘ula - Villa 3
Vacationing in Villa 3 at The Lodge at Kukui'ula offers a luxurious experience nestled in the heart of Kaua'i's stunning South Shore. This exceptional accommodation provides guests with an authentic Hawaiian retreat featuring sophisticated plantation-style architecture...
Waikiki Shore 518 Partial Ocean View 2 Bedroom
Located in the only condominium building on Waikiki Beach, this two bedroom, two bath condo offers partial ocean views and all the comforts of home. Perfect for families or couples traveling together, it’s just steps from the shoreline, shops, and dining.Unit 518 Ocean...
The Gardens at West Maui 1BR Suite
Located in breathtaking West Maui, within close proximity to wonderful beaches, quaint shops, and fine restaurants, The Gardens at West Maui offers delightful accommodations in a gorgeous tropical setting. Our 33 guest units are spacious, comfortable, and come with...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Panoramic Ocean Views 2-bedroom Luxury Villa At Kapalua Bay Villas Maui | 2 Units, 3 Bedrooms | KBV ML-2005
** 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...