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.
Beach-front Estate - North Shore, private setting, close to Haleiwa & surf spots
Beautiful, private beach-front estate on near-private beach...except for daily turtle visits. Close-to-town convenience but behind the front gate it feels miles away. Spacious open downstairs floor plan with kitchen, dining area and living room. Guest room, office and...
Mauna Kea Villa 3019 - Lavish Island Villa
This single-level, magnificent, oceanfront estate offers a sunken living room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen with premium, stainless steel appliances and natural stone countertops, two dining areas and a master suite...
Hawaiian King 405 1-Bedroom, King Bed and Sleeper Sofa, Pool and BBQ Grill
Décor and Charm in the Heart of Honolulu - Hawaiian King 405Escape to the charming Hawaiian King 405, a delightful 1-bedroom vacation rental in the heart of Honolulu. Located at 417 Nohonani Street, #405, Honolulu, HI 96815, this cozy retreat combines the best of...
Honolulu Lagoonfront Villa by Gather | Private Pool Villa Near Waikiki & Diamond
Private Lagoonfront Villa | Courtyard Pool | Designer Living | Luxe Island RetreatExperience refined island living in this architecturally unique, resort-style villa—tucked along one of Honolulu’s most discreet and scenic coastlines. Designed for privacy, elegance,...
Kaanapali Alii Unit 196
Welcome to Kaanapali Alii Unit 196, a luxury vacation rental nestled in Maui's exclusive Kaanapali Alii Resort. This deluxe ocean-front condominium offers stunning unobstructed views of the sparkling Pacific Ocean and the neighboring islands of Lana'i and Moloka'i....
Group Getaway in Beachfront Property, 3 Pet-friendly Units, Outdoor Pool
Discover the magic of Maui from this amazing harborfront property! This is the ideal place to start your unforgettable island adventure. Enjoy the sun and the sea at the gorgeous Ho'aloha Park Beach or Paukukalo Beach, just minutes away. Explore the scenic hiking trails...
Royal Kahana Maui 1117 Ocean View Studio
- 11th floor condo with balcony- Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower- 1 king bed and twin sofabed- 431 sq. ft. - Washer/dryer in unit- Central air...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Most Stunning Views | 3 Units, 7 Bedrooms | HK ML-1949
** 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...
Honua Kai Konea 208 Resort View 1 Bedroom + Den
Konea 208 1Bedroom + Den Resort View- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Private Lanai- King bed- 2 Sofa beds- Large bathroom with a separate soaking tub & shower and double vanity- Fully equipped gourmet...
Golf Villas Gold Partial Ocean View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Newly Renovated 4BR Family Home - Minutes from Dole Plantation
PERFECT FOR:Family | Groups | Pet owners | Surfers | Digital nomadsSPACE HIGHLIGHTS:- 4BR w/ queen beds- Sleeps 8- Full 2BA- Full kitchen- Living area with high-speed WiFi- In-unit washer & dryer- A/C throughoutUNBEATABLE LOCATION:- 20-25 mins drive to Sunset Beach- 25...
Enchanting Ocean & Coastal view. Private Beach! Romantic Sunset Views - Month Plus
Beautiful, Ocean Front accommodations. Two-bedroom end unit with plenty of space to relax, read a book on the ocean front lanai or just enjoy the amazing ocean view from your chair. You may have to look past a palm tree or two blended in with your romantic sunset view....
Marriott's Waikoloa Ocean Club - 1-Bedroom - Family Friendly
Come explore the Big Island at this premium-level Marriott property on the beach. Surrounded by the clear, blue waters of the Pacific, this dream getaway is the perfect place to enjoy your next tropical destination.This property has everything you need for a tropical...
Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily Housekeeping
Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily HousekeepingThis spacious 3 bedroom, 3.5 bath single-level lower corner floor villa sleeps up to 6 and is centrally located in one of Hualalai Resort’s most popular neighborhoods on Waiulu Street. Located...
Kohala Suites, a Hilton Grand Vacations Club - 2 Bedroom Premier
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Kaimana Beach Penthouse by Gather: Luxury Ocean & Diamond Head Views
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Kaimana Beach Penthouse by Gather,...
Hapuna Beach Residence C21 at Mauna Kea Resort
This incomparable, oceanfront, newly-constructed island masterpiece seamlessly fuses the blissful convenience of ground-floor beach access with exceptional privacy and size. This residence showcases floor-to-ceiling sliding window walls that create an exquisite...
KHV 31 Spacious Direct Oceanfront 3BD Condo
Kahana Village 31 · KHV 31 Spacious Direct Oceanfront 3 Bedroom Condo FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm...
Maui Banyan Resort F-203A Stunning Studio With AC
Beautiful Studio - Steps to Beach - Vaulted Ceiling **This is a beautiful studio condo with vaulted ceilings and is right across from the beach! The Maui Banyan is conveniently located in desirable South Kihei (Where all the amazing sandy swimming beaches are). This is...
Marriott's Ko Olina Beach Club 2 BR Mountain View Villa
Just half an hour from Honolulu, Ko Olina Beach Club is nestled among the lush grounds of Ko Olina Resort & Marina, a picturesque 640-acre community built along a pristine stretch of the Oahu coastline. Situated in the stunning southwest region of Kapolei with...
Waikiki Banyan 3409 – Mountain View Condo Rental in the Heart of Waikiki
Waikiki Banyan 3409 – Mountain View Condo Rental in the Heart of WaikikiSoak in the beauty of Oʻahu from the 34th floor of Waikiki Banyan 3409, a stylish 1-bedroom vacation rental with sweeping mountain and Honolulu city views. Located just 2 blocks from Waikiki...
Your Home Away from Home! 3 Relaxing Units, Full Kitchen, Swimming Pool!
Set on the picturesque North Shore of Kauai, this resort offers stunning ocean and mountain views with easy access to Hanalei Bay’s beaches and hiking trails. Ideal for nature lovers, it provides a serene getaway close to local shops and dining options.This listing is...
Maui Sunset Vacation Rentals B422
Ocean front condo on the fourth floor., Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Large private condominium apartment at the resort condominium complex on...
Ground Floor Garden Access moments from Beach
This room was just remodeled, new flooring, new kitchen, new furniture. Kiahuna Resort is the perfect ocean front complex, with a rolling green, perfectly maintained landscape, Mango trees, Koi ponds, and access to an amazing health club.The space-The athletic club has...
Maui Resort Rentals: Honua Kai Hokulani 248/50/51 – Incredible 8BR Oceanfront Gem, Over 5500 combined Sq. Ft. w/ Built-in Viking Grills!
This phenomenal offering combines two of the absolute finest 3BR/3BA oceanfront residences at Honua Kai with a neighboring 2BR/2BA partial oceanview suite to create a true 8BR masterpiece, perfect for larger groups and families. The combined 5500+ sq ft of living...
Kahala Grand Splendor: Private Home with Pool, Spa, AC & Lush Landscaping
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Admiration starts at first glance with Kahala...
North shore beachfront villa - garden view home
Plumeria House is a recently renovated traditional Hawaiian style plantation home found in Tropical Waters, a vacation rental retreat featuring three homes in a gated community on Oahu's North Shore. This house has a beautiful garden view along with your own private...
A Place You'll Surely Enjoy! Deluxe Crater View King Unit, Free Parking!
He mau makana nâu kêia na kô mâkou kûpuna — These are gifts for you from our elders. Hawaii Volcanoes National Park is a refuge for native flora and fauna, many of which are endemic to the Hawaiian Islands. Enjoy walking or biking around the park, spend a day...
Tropical Comfort – 1BR Villa with Lanai at Sheraton Kaua‘i Resort
Set along Kaua‘i’s famous sunny South Shore, this 1-Bedroom Villa at Sheraton Kaua‘i Resort offers the perfect mix of island charm and modern comfort. With approximately 550–600 square feet of space, this villa is ideal for couples or small families looking to...
Palms at Wailea Ocean View Villas 2 Bedroom 2 Bath
Take in breathtaking ocean views from a spacious two-bedroom villa in Wailea’s resort community. Featuring a full kitchen, open living area, and private patio, it’s the perfect retreat for families or friends seeking a relaxing Maui escape. Ocean View Villa 2...
Island Surf 510A | Studio with On-Site Amenities!
Escape to the serene paradise of Island Surf 510A, a cozy tropical studio nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 2 guests, offering a studio bedroom and 1 bathroom all conveniently situated on one floor...
Anuhea House, a charming studio in beautiful Holualoa, Hawaii.
Relax in this beautifully designed custom built studio as you feel the Anuhea (a cool fragrant mountain breeze) coming down Hualalai mountain. Enjoy the high end finishes of hewn teak flooring, mahogany trim, custom built accents and natural stone bathroom. Located in...
Luxury Condo in Waikiki, Highly Sought After Condo!
This 2-bedroom unit is located in the highly sought-after condo, The Windsor. Freshly painted, this condo features high-end stainless-steel appliances (Bosch convection oven, Thor cooktop and LG refrigerator/freezer, microwave and dishwasher) and modern furnishings...
View Stunning Sunsets in this Ocean View 1 Br @ MVC Ko Olina Beach Club 4/29-5/6
Spectacular Views at Marriott's Ko Olina Beach Club in Oahu is a dream destination with its private lagoon, family-friendly beach, and three pools, including a heated kids' pool with slides. Nestled in lush Hawaiian gardens, this resort offers spacious villas with full...
Tropical Garden Haven PF-E204
Pono Kai's pool and spa will be closed January 6-31, 2026 for the instillation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Welcome to Your Own Slice of Paradise!This charming 1-bedroom, 1-bathroom...
Christmas 2023 - Marriott Maui Ocean Club - 2BR Oceanview Dec 23-30, 2023 ONLY!!
Looking for Paradise – you’ve found it here!Amid the azure Pacific, along the crystal sands of Kaanapali Beach, Marriott’s Maui Ocean Club is an island jewel among lush rainforests and volcanic mountain offering an oasis of relaxation, adventure and bliss. Enjoy...
Serene 2-bedroom bungalow in Waimanalo
This memorable bungalow is the perfect home base for your trip to Waimanalo. With 2 cozy bedrooms featuring 1 queen bed and 1 twin bed, along with 2 bathrooms equipped with showers, this place is perfect for small groups or families. The living room even has a comfy...
Ka Eo Kai Resort 2 BR w/ POOL & HOT TUB
Set atop Anini Bay, Ka Eo Kai embodies the spirit of the "Garden Island," offering an array of nearby recreational activities like zip-lining, family adventures, horseback riding, and golf. Tucked within lush tropical gardens, the resort provides easy access to Kauai's...
Beautiful beachfront paradise for lovers in North West Oahu Hawaii
This beachfront unit sits on the white sand of one of the most beautiful private beaches of Oahu. Imagine sleeping hearing the sounds of the crashing waves of the beach. Splash into the crystal clean turquoise water for your best scuba diving experience. Watch hundreds...
Samurai House - Japanese-Inspired Luxury Estate on Oahu's North Shore
Welcome to Samurai House by Gather, an extraordinary oceanfront estate on Oahu’s North Shore. This five-bedroom, eight-bathroom retreat blends Japanese-inspired architecture with modern island luxury. With over 5,800 sq. ft. of interior and outdoor living space,...
Relaxing & Cozy Coastal Studio with FREE Parking!
Aqua Palms Waikiki ranks as one of Oahu's most popular getaways.This relaxing and cozy studio is conveniently located in the heart of Waikiki, just a few minutes walk from a variety of tourist attractions, activities, and shopping centers.This Relaxing & Cozy Coastal...
Maui Kaanapali Villas #518: Studio Ocean View condo.
Maui Kā’anapali Villas #A518: Studio Ocean-view condo at Beach Front Resort on N. Kaanapali BeachThe space:This condominium is located in the Aloha Tower, the central hub of the property. Situated on the 5th floor, this unit boasts panoramic views of the property,...
Wailea Ekahi Village 42D - 1 Bedroom Garden View Condo
"Welcome to your serene oasis at Wailea Ekahi Village 42D, a meticulously designed 1-bedroom garden view condo that promises an unforgettable stay. This charming retreat features a king-sized bed in the bedroom, ensuring a restful night's sleep, and a cozy living room...
Honua Kai Konea 342 Partial Ocean View 2 BD 2BA
- Exclusive on-site provider with the only homes that meet the prestigious AAA 4-Diamond designation - Partial ocean views from private spacious lanai with dining table, chairs and glass railings for optimal views - Oversize accordion glass doors fully open to expand...
Modern Studio near Waikiki Beach
The modern studio is quaint and efficient, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The studio is private with its own entrance. This studio fits a single guest perfectly but can accommodate up to 2 with the trundle bed....
New Listing! Royal Kahili, 2BR,Oceanview, Pool,BBQ
Royal Kahili A404 – Oceanview 2BR/2BA Condo | Sleeps 6 | AC + Lanai | Prime Ali‘i Drive LocationWelcome to Royal Kahili A404, your private island escape located right along iconic Ali‘i Drive in the heart of Kailua-Kona. This spacious and beautifully maintained...
Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-108
Makena Surf F109Welcome to Makena Surf F-109, a luxurious ground-floor condo in the exclusive Makena Surf. With its prime beachfront location in South Maui, this gated community offers natural beauty and sweeping views of Molokini, Kaho'olawe, and the Pacific...
Lux family-friendly. Steps to beaches, restaurants & shopping.
Step into the enchanting paradise that is Honu Hale, aptly named Turtle House in the language of Hawaii. This mesmerizing 3 bedroom, 3 bath beachfront sanctuary beckons with its unparalleled beauty and a prime location just a leisurely stroll away from a stretch of warm...
Hawaiian Hale, farmhouse in Anahola, Kaua’i central & family friendly.
This home is perfect for visitors who want an authentic Kauai Experiance. Nestled in the majestic north east village of Anahola, a native Hawaiian community, this remodeled home is spacious and clean. Enjoy the views of Kalalea Mountain, and the sounds of the ocean. We...
Discover Tropical Bliss: Marriott's Maui Ocean Club - Your Family’s Hawaiian Dre
Set on the iconic Ka’anapali Beach, Marriott’s Maui Ocean Club - Molokai, Maui, & Lanai Towers offers the ultimate tropical getaway. Picture-perfect golden sands and crystal-clear waters await just steps from your luxurious accommodations.Family-friendly suites...