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.
Wailea Ekahi Village 47E - 1 Bedroom Garden View Condo
Wailea Ekahi 47E is a beautiful vacation rental nestled within the landscaped 32 acres of lush tropical gardens that make up Wailea Ekahi Village. This condo offers a precise blend of comfort and tropical elegance, making it the perfect home to relax and unwind after a...
Perfect Maui Getaway W/Beach Access and Pool! Wifi, and two beds.
Discover the beauty of Lahaina from this charming condo. The cozy bedroom features a queen bed, perfect for a soothing night's sleep. In addition to the bedroom, there is a lovely living room with 1 Murphy beds for extra guests. This superb property also includes a...
Kapalua Golf Villas | 3 Free Rental Cars | KBM Resorts | Large Bedrooms | 3 Units, 5 Bedrooms | ML-2114
** 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...
Oceanfront Condo | A/C | Beachfront | Pool | Sunset Views | Upgraded
Gorgeous Ocean Front views! This one-bedroom condo has spectacular Ocean Front views that are visible from most of the condo. Enjoy waking up with fabulous views of the ocean from the master bedroom. The fully-equipped kitchen has everything you need to create your...
Ocean view 1-bedroom 1.5 bathroom with two private lanais @ Kailua Kona Downtown
Malia Kai #4 is an ocean-view spacious 800 sq. feet tri-level townhouse condo in the heart of Kailua-Kona near Alii Drive, with two private lanais. Few minutes walk to shops, restaurants, excursions and the beach! Walk to nearby Trolley stop and enjoy complimentary...
Honua Kai Konea | 3 Free Rental Cars | KBM Resorts | Mountain Views | 3 Units, 4 Bedrooms | ML-1305
** 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...
Mesmerizing sunset views from your private lanai
Welcome to Valley Isle 402, a charming 1-bedroom, 1-bathroom condo offering oceanfront views on your private lanai and ceiling fans throughout, as there is no A/C. There are elevators at this resort for easy access. Unit 402 comfortably sleeps up to 4 guests. The...
Wainani Sunset Estate
Welcome to Wainani Sunset Estate – your island home away from home. This retreat features four suites with walk-in closets, en-suite baths, and split AC. Cook and gather in the open kitchen and dining area, then step outside to the lanai with BBQ, lounge, and fire-pit...
Condo with amazing views of Hanalei Bay - tropical paradise found
Hanalei Bay Resort 9204 five sixOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 9204/5/6 is one of the few three-bedroom condos available at the resort. Perfect...
Bali Hai 2BR All amenities included!!
Nestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa or use the resort as a basecamp for your many Hawaiian adventures.Guests...
Kauhale Makai 510 - Ocean and Mountain view 1 bedroom
Book with us and come to Maui to explore everything we have to offer!Simply amazing 1-bedroom suite with the most gorgeous ocean views. Relax on your balcony with the cool ocean breezes while whales breach in the background. Listen to the waves roll in while you drift...
Spacious Historic Inn. Serene base to explore Maui
BBMPT20200001 This soulful place is a rare gem in Upcountry Maui — a setting that inspires meaningful memories and togetherness. It’s the perfect starting point for shared island-wide adventures. Nestled beneath the island’s largest Norfolk pine, with four bedrooms and...
Kaanapali Alii Residence 261
Kaanapali Alii 2611 Bedroom | 2 Bathrooms | Sleeps 4 | Ocean View_________________________________________________Welcome to Kaanapali Alii 261, a gorgeous condominium in Maui's exclusive Kaanapali Alii Resort. This deluxe residence offers a beautiful view of Kaanapali...
2BR Condo in The Cliffs
Discover Coastal Bliss at Pismo BeachNestled on a cliff overlooking the Pacific Ocean, our hotel offers a serene escape with inviting accommodations, and delectable coastal cuisine. Enjoy breathtaking views, world-class hiking, championship golf, and nearby...
Kapalua Bay Villas | 3 Free Rental Cars | KBM Resorts | Large Master Suite | 3 Units, 4 Bedrooms | ML-1972
** 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...
25th Fl Waikiki Banyan | King | Mtn View | Parking | AC
The SpaceRelax in this elevated corner unit that captures natural light and sweeping views of Honolulu’s cityscape and the lush Koʻolau Mountains. Designed for comfort, the open layout and cool tradewinds make it an ideal retreat after a day of adventure in Waikiki.Unit...
Golf Villas at Mauna Lani Beach Resort, Private Beach, Exquisite Sunset View
Discover the beauty of Golf Villas at the Mauna Lani Beach Resort on the North Kohala Coast of the Big Island of Hawaii. Endulge and spread out in this exquisite 3-bedroom townhome. This fabulous property features 1 king bed and 2 queen beds, perfect for a group...
Beautiful Ali'i Lani condo-Full use
Welcome to your idyllic escape in the heart of Kona, located on the stunning Big Island of Hawaii. Nestled within the vibrant Alii Drive, our inviting condo is perfectly situated for an unforgettable tropical getaway. Immerse yourself in the beauty of Kona, where...
Just Steps Away From Magic Sands Beach...
Just steps away from an amazing turquoise beach, this delightful condo offers couples a serene, romantic retreat. With 1 bedroom featuring a cozy king bed, a bathroom equipped with a refreshing shower and hair dryer, and convenient amenities like WiFi and AC, this...
Lodge at Kukui'ula Bungalow 1A - 1 Bedroom Bungalow - Platinum
Kukui'ula Bungalow 1A is a beautiful one-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i. It offers 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...
Hale Hauoli - lovely home, near golf & beaches
Hale Hauoli, a lovely home to relax in & enjoy the nearby golf & beautiful beaches.Escape to the stunning North Shore of Kauai and experience true Hawaiian comfort in this charming 3-bedroom, 2-bathroom home. This lovely home is beautifully designed and will comfortably...
🏖️BEAUTIFULLY UPDATED Oceanfront Condo | AC | Concierge Included
vrKCV - Kona Isle B25, Professionally Managed by Kona Coast VacationsWelcome to Kona Isle B25 – Your Hawaiian Dream Vacation Awaits!Aloha and welcome to Kona Isle B25, a beautifully appointed vacation condo nestled along the captivating Kona coast. This charming retreat...
Steps to Waikiki Beach- STUDIO!
Feel the island’s Aloha in this Cozy and Stylish Studio! Steps from Waikiki beach, shopping. dining and sightseeing....fully furnished to every detail to make your stay comfortable.LOCATION!!! You are only steps away from the world famous Waikiki Beach!The spaceOur...
Honua Kai Konea | 2 Free Rental Cars | KBM Resorts | Modern Beachfront Studio At Honua Kai Resort | 2 Units, 3 Bedrooms | ML-1307
** 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...
Royal Sea Cliff Kona 210 Oceanfront 2 Bedroom 2 Ba
Perched above the ocean, this oceanfront two-bedroom retreat near Kailua-Kona is perfect for those seeking space, serenity, and stunning views. Enjoy coffee on the lanai and watch the waves roll in. Unit 210 Oceanfront 2 Bedroom 2 Bath• 2nd floor condo on the North side...
Kapalua Golf Villa 16T5 Gold Fairway 1 Bedroom
- 1st floor villa with 2 stairs between parking in front of condo and front door- Updated open kitchen with granite counters includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and unique chef’s table counter- Oversized lanai with...
Wyndham Waikiki Beach Walk - June 5-12, 2022 available
Situated in Waikiki, the Wyndham Beach Walk is located one block from Waikiki Beach, 1/2 block from the main strip (Kalakaua Ave) and surrounding by shops. You will be staying in a 1-bedroom lower level deluxe suite. The timeshare has a front desk, pool, exercise room...
Beachfront Home for 7 in North Shore
Discover paradise in this beachfront haven. With private access to the famous Sunset beach, this idyllic location is located directly in front of the popular surf spot, Rocky Point. Lounge comfortably on the spacious private balcony and listen to the lapping waves while...
LS 306 Dream Maui Studio by the Beach Pool Hot Tub
Lahaina Shores 306 NEW LISTING Lahaina Shores 306 Cozy Remodeled Studio in Oceanfront Boutique Resort with Scenic Mountain Views! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal),...
Waikiki Shore 202 Oceanfront 2 Bedroom
Unwind in this spacious oceanfront retreat, featuring two bedrooms, two full baths, and stunning views of Waikiki Beach. Set in the only condominium on Waikiki Beach, it’s the perfect spot for relaxing, reconnecting, and soaking in the beauty of the island.Unit 202...
Kapalua Bay Villa 29G2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa accessible by 13 stairs down from parking lot- Travertine floors throughout- Updated kitchen with granite counters and stainless steel appliances includes – fridge with ice maker, stove/oven, microwave, dishwasher,...
1BR-Beautiful Ground Floor, Ocean View, Mauna Lani Resort
Gorgeous, completely renovated oceanfront condo in a prime location at the Mauna Lani Resort. This newly furnished one bedroom offers a spacious living room and private patio overlooking historic fishponds and the crashing waves of the Pacific Ocean, creating a luxury...
Wyndham at Waikiki Beach Walk - Deluxe 2 Bedroom Condo
Located in Honolulu, Hawaii the Wyndham at Waikiki Beach Walk is just a short walk to a beautiful sandy beach and many great restaurants and shops including the Royal Hawaiian Shopping Center. Each of the units in this timeshare property feature a fully equipped...
Simple Studio 1 block from Beach
This is the perfect choice for a romantic getaway or small family vacation in Waikiki. This studio is the ideal base for all your beachside adventures. Whether you`re looking to swim, surf, or simply soak up the sun, you`ll have easy access to everything you need.Common...
Aston Kaanapali Shores #352: 2 Br Garden View at Ocean Front Resort
This 3rd-floor corner N. Kaanapali vacation rental is full of sunlight and space. This condo features a large L-shaped couch in the living room which is perfect for the entire family to sit back together and enjoy some entertainment on the flat-screened television. The...
Marriott Kauai Beach Club 1 bed 2 bath Villa, Family Friendly Oceanfront Resort
Please enjoy a seven-night stay with a Friday, Saturday, or Sunday check-in.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Please choose a Friday through Sunday check-in, seven-night stay....
Aston Papakea L206 - Two bedroom Ocean Front condo
Aston Papakea L206 - Two bedroom Ocean Front condo overlooking the Pacific Ocean with views of the islands of Moloka'i and Lana'i in the distance. The ocean front view is the highlight of this condo, and it is a view that will keep you wanting to return. This remodeled...
Kapalua Bay Villas | 3 Free Rental Cars | KBM Resorts | Premium Bay Villa | 3 Units, 3 Bedrooms | ML-2089
** 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! Honua Kai | Free Rental Car | 2 Bedroom, 2 Bath Ocean View | Spacious Lanai | HKH-305
** 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...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Premium Ocean View | 2 Units, 3 Bedrooms | KBV ML-2020
** 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...
Beachy Modern 2-Bedroom at Sun-Kissed Monte Vista
Take in stunning Ala Wai & mountain views, ocean breezes and upscale touches in our home-away-from-home, steps away from Waikiki’s iconic restaurants, shopping, nightlife and beaches. Our sun-kissed home boasts two private bedrooms, a modern full kitchen with breakfast...
Ocean View! Marriott Ko Olina Beach Club - On The Beach- Family Friendly
Come experience Hawaii at this premium level Marriott Resort in Oahu. With luxurious amenities and great family entertainment, your family won't want to leave.This property has everything you need for a tropical vacation. There is a lagoon style family pool with...
Kuhio Shores Unit 114 Oceanfront 2 Bedroom 2 Bath
Kuhio Shores is located at 5050 Lawai Road, Poipu 96756 Unit 114- No front desk on property. Please call 808-742-6411 1 week after making your reservation for check-in instructions.- Complimentary on-site parking for one vehicle; please register vehicle with Association...
25th Fl Waikiki Banyan | King | AC | Parking
The SpaceCreate unforgettable memories in this 25th-floor corner/end unit—bright, spacious, and perfectly set up for families. With panoramic city and mountain views, a full kitchen for easy meals, and the convenience of laundry right next door, you’ll have everything...
Hidden Oasis: Studio 1 block from the beach /w pkg
Experience island living at its finest! Walk to stunning ocean sunsets, watch surfers from cliff tops, and easily access both Waikiki nightlife and local hangouts. This unit is steps from Queens Beach & Kapiolani Park. Comfortable and walkable, it offers a queen bed,...
Marriott Vacation Club, Waikiki Studio
Summary:Escape to Marriott Vacation Club, Waikiki, a vacation ownership property in the heart of Honolulu. Centrally located in a premier shopping and dining district near Waikiki Beach. Each offers a kitchenette, dining area, and premium amenities including a rooftop...
2 Bedroom Lockoff Villa at Westin Princeville Ocean Resort Villas
Spread out with the whole family in this spacious two-bedroom suite.Set on pristine waterfront with the towering, verdant backdrop of Kauai’s Hanalei National Wildlife Refuge as a backdrop, Princeville puts wild shores and staggering mountains at your fingertips....
Kona Paradise Apartment with Pool
Escape to paradise in this charming one-bedroom apartment on the beautiful island of Hawaii! Located minutes from beaches, shopping, and entertainment, this cozy retreat is perfect for two. The bedroom has a comfortable queen bed and plenty of closet space, while the...
Kapolei Villa Escape
Summary:Welcome to our beautifully appointed 3-bedroom, 2.5-bath home—your perfect retreat in Kapolei, Hawaii. Thoughtfully designed for comfort and convenience, this centrally located townhome offers a relaxing space for families, couples, or groups looking to enjoy...
Kamaole Sands Kihei: Near Beach, King Bed, Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...