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.
★★Across street from Magic Sand Beach private Pool/SPA/AC 5 minutes to downtown⚡
1 minute walk to Magic Sand Beach, 7 bedrooms + 4 bathrooms, a private pool & Spa & AC cover entire house. Aloha and welcome to Magic Sands Beach House. This beautiful and spacious has 7 bedrooms and 4 bathrooms. The house is located just a one-minute walk to Magic...
Adorable studio w large kitchenette, pool, BBQ
Sandpiper 120B is an unpretentious and inviting studio apartment, perfect for travelers on a budget, or who enjoy "living like locals". This small but mighty unit has a queen bed, sizeable kitchenette, private lanai, and a walk-in shower in the private bath. There's...
This apartment is a 1 bedroom(s), 2 bathrooms, located in Honolulu, HI.
Experience resort living in this privately-owned Ocean Front View apartment at The Imperial Resort, in core of Waikiki on Beach Walk. The location is steps to world famous Waikiki Beach, world-class shopping and dining.Enjoy roof top pool, gym, sauna, hot tub and...
Garden View Suite | Pono Kai | PK-K303
Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.The Garden View Mini Suite is an affordable option that sleeps 4 guests and includes a kitchenette....
Ground Floor W/Lanai and Full-Kitchen–Kamaole Sands
Kamaole Sands #5106: This ground-floor beach home boasts a “walk right out your back door” convenience to pools, spa, BBQs, updated exercise room, and 15 acres of gardens, waterfalls, and ponds on the property. Tasteful tropical style, open design living space, and...
Block to Beach! Recreation Deck View Deluxe Condo, Free parking & Wifi
Family-Friendly Waikiki Condo – 1 Block from Beach, Pool, & Free Parking!The pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Perfect for...
Cozy 1bd condo with tropical decor
Kahana Manor 220 is a charming 2-bedroom, 2-bathroom condo situated on the 2nd floor and can accommodate up to 6 guests. Upon entering, you'll be greeted by a tastefully decorated living room, perfect for relaxing after a day of island adventures. The fully equipped...
Cozy North Shore Getaway Near The Beach!
Discover the very best of Kauai’s breathtaking north shore from this newly remodeled studio retreat! Perfectly situated in the heart of Princeville just minutes from Hanalei Bay & some of the world's most iconic surf spots. Step outside to enjoy warm trade wind...
Marine Surf Studio in the Heart of Waikiki near Beach
It's just a short walk to the world famous Waikiki beach! Shopping, restaurants, and nightlife are nearby! AC IncludedStudio - Free WIFI, Cable TV & ParkingBooking Services provided by Alohana Vacations. If the property you selected to book is unavailable or if you have...
New Listing! Tropical Oceanfront getaway awaits
Welcome to Paki Maui 412 – Your Perfect Maui Vacation Rental! Escape to paradise at Paki Maui 412, a beautiful 1-bedroom, 1-bathroom condo ideally located in the heart of Honokowai, Maui. Perfect for families, couples, or small groups, this unit comfortably...
2 Comfy Queen beds in Waikiki Studio Suite with Pool & BBQ area
Legally permitted rental - 1850 Ala Moana Blvd #607** For your health and safety, we utilize additional Sterilization procedures between reservations.This modern studio suite comfortably accommodates four adults and is located in Waikiki near the Marina and the Hilton...
Poipu Shores 107A Corner Unit, Oceanfront
POIPU SHORES 107A AT KOLOA KAI VACATION RENTALSOceanfront Living at Its BestWelcome to Poipu Shores 107A, a ground-floor, end-unit condo offering unmatched oceanfront views and direct access to the beauty of Kauai. With a prime location just minutes from Brennecke's...
Volcano Rainforest Retreat with a Hot Tub
As you pull up to this grand cedar style home you are immediately greeted by a beautiful rainforest that feels calming and relaxing. The first room is located to the far right corner of the building. There are a few stairs leading to a small covered patio for you and...
Cute and Cozy Couples Retreat w/ Private Lanai, Mountain and Ocean Views, A/C
Sealodge B4 is an unpretentious, laidback getaway in the heart of Princeville, perfect for couples looking to enjoy a tropical vacation without breaking the bank. Enjoy the king bed, open concept living, dining, and kitchen areas, and take in amazing views from either...
Royal Kuhio 1606 - Spacious Studio w/ Diamond Head and City Views in Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1606, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 444 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Bright oceanfront condo with hot tub, pool, lanai & views
Kona Bali Kai #316Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Need to cool off during your island adventure? This condo is fully equipped with ceiling fans to ensure that every...
Large 2 Bedroom Ocean View Condo - Valley Isle 703
Enjoy this large 2-bedroom, 2-bathroom unit at the Valley Isle Resort in an oceanfront building with all the homey comforts you need for your vacation in paradise. Floor-to-ceiling glass sliders provide an abundance of natural light & allow guests to enjoy the Hawaiian...
Ilikai 539 2 Bed Room Excellent Ocean / Lagoon / Sunset Views - King Bed
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, large 240 sqft. lanai, 1,000 sqft interior. Kg bed, 2 twin beds, Walking distance to parks, mall, restaurants, shops, buses, rental cars, parks.The Ilikai Suites are located at the gateway to Waikiki....
Special December rates /Spectacular Ocean views 1Bed/2 bath
This is a modest condo priced accordingly in a great location located at the center point in Maui that allows easy access to virtually all points of Interest on the island. Pool, barbecue area, elevators, air-conditioning and a spectacular view that is magnified inside...
Wainaku Camp Home
Fantastic value! Come and enjoy this newly remodeled sugarcane plantation-style home that is only 5 minutes from downtown Hilo. This is the perfect place to come with family and friends as there are 2 homes available on the property. The homes are just off the beaten...
Royal Kahili retreat with pool, hot tub, lanai, & elevator - near beach
Royal Kahili B202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set in the Royal Kahili complex, this condo is just half a mile from a beautiful beach. Across the street, you’ll...
Beautiful 2 Bed 2 Bath Condo in Kona Coffee Villas
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
NEWLY REMODELED Napili Bay Condo - 1 Bdrm
DON’T MISS OUT ON THIS AMAZING DEAL! Within walking distance of the STUNNING Napili Bay, this newly remodeled1 Bdrm Condo is just a stone’s throw away from some of the most BEAUTIFUL beaches in the world! Just MINUTES away from Kaanapali, Kapalua, and Honolua bay...
Kuhio Village 803A - Waikiki Private Getaway - 2 mins to Waikiki Beach
Kuhio Village 803A - Waikiki Private Getaway.... 2 mins to Waikiki BeachLocated only 2 short blocks to the beach, Duke's statue and Waikiki strip. Private studio newly renovated: laminate flooring, air conditioner, artwork, linens, and all the essentials. We welcome up...
Self contained Studio Apt. with pool, 2 mins from Waikiki beach
Located on the quieter side of the Waikiki Grand Hotel® with a city skyline view, this comfortable 6th floor Queen bed studio apt. has free WiFi & it's own lanai.The super clean & well equipped kitchenette area ensures that a simple meal can be easily prepared at home....
Perfect North Shore Getaway Near Hideaway Beach!
Experience the very best of Kauai’s north shore from this beautifully remodeled getaway in the heart of Princeville! Perfectly situated just minutes from Hanalei Bay & some of the world's most iconic surf spots. Step outside to enjoy warm trade wind breezes, relax...
Tropical Oasis in Kihei: 1BR Maui Vista Condo, Steps from Beach & Pools
Experience the perfect Maui getaway at Maui Vista #3-218, your home away from home in sunny Kihei. This charming 1-bedroom, 1-bathroom condo offers comfort, convenience, and a slice of paradise.Condo Highlights:*Second-floor unit with serene tropical garden views*Sleeps...
Ilikai Marina 1 Bedroom Deluxe Yacht View, Great Location in Waikiki!
Construction Notice 9/17/25: Exterior painting work will take place during the month of December 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...
Makaha Villa by AvantStay | Mountain + Ocean Views
Makaha Villa is your Oahu haven perched in a prestigious gated enclave within the scenic Makaha Valley. This sunny home boasts four bedrooms, a beautiful outdoor space with mountain and ocean views, and a 7-minute drive to Makaha Beach.Nestled in a cul-de-sac, you'll...
Waikiki Free Parking 20th flr ocean/city views
2 queen bed studio condo in the Royal Garden at Waikiki. Stay on the 20th floor with city/ocean views. Walking distance to Waikiki Beach, Hawaii Convention Center, Ala Moana Center, Royal Hawaiian Shopping Center, International Marketplace, shops, and fine dining.FREE...
Waterfalling Estate – Iconic Oceanfront Luxury on the Big Island
Waterfalling Estate is an oceanfront compound unlike any other on the Big Island. Nestled clifftop along the breathtaking Hamakua Coast, this hideaway boasts a private 85-foot waterfall, an Olympic pool featuring a two-story waterslide, spa, fully loaded custom gym,...
Experience the Best, Waikiki Banyan with Free Parking & Wi-Fi!
Waikiki Banyan Tower 1 Suite 1104Deluxe Ocean and City View Waikiki Banyan Condo, Free Parking Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation...
*Ocean Views!* | Pickelball | Cliffside Yoga
Summary:🌴 Enjoy ocean breezes & stunning views of Kilauea Lighthouse & Anini Reef from this top-floor condo at The Cliffs in Princeville! 🌊 Though there's no A/C, tradewinds & ceiling fans keep it comfy year-round. Relax in a 22-acre resort with pools, tennis,...
Wailea Elua Village | 1502
Situated near the center of the resort, Wailea Elua 1502 is siutated near the putting green and central swimming pool. Just a short walk away is the oceanside Wailea Beach Walk where you can stroll along the shore for a few miles on a paved path and watch Hawaiian sea...
Studio in the middle of Waikiki- 2 minutes to Waikiki Beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...
Refreshed End unit with Island Decor at Puamana 24A
Escape to paradise at this upgraded 2-bedroom + loft condo in the heart of Princeville’s lush North Shore. Located in the sought-after Puamana community, this corner-unit townhome is just steps from the pool and the scenic trail to pristine ‘Anini Beach. Surrounded...
Diamond Head & Ocean View - Free Parking - Walk to the beach.
TA/GE-080-509-7472-011990/NUC-0827 for TMK 260250050267(formerly NUC 90/TVU-1617 )Comfortable family apartment at Waikiki.High floor. Ocean and Diamond Head View.1 block from the beach, located near restaurants and shops.Equipped kitchen.Free WiFi.Free parking for one...
Large 3 Bedroom Condo - Kahana Resort 4B2
Take in ocean views on Kahana Beach! Stay in air-conditioned comfort as all rooms have their own window air conditioning unit. You will enjoy the newly painted condo with updated furnishings, artwork, new plumbing, and light fixtures. Tile and hardwood floors downstairs...
Welcoming Condo with Free WiFi, Ocean Views, Shared Pool & Tennis - Walk to the Beach
Kamaole Sands 7-107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Paradise on South Maui awaits at this well-equipped condo, where you'll enjoy ocean views, access to a shared pool...
WG 612 Ocean View, Spacious Balcony Studio in Waikiki with Pool
Legally Permitted Rental Waikiki Grand Hotel® 134 Kapahulu Ave 612☮Escape to this peaceful perfectly sized studio in picturesque Waikiki. With a cozy living area featuring a queen bed, guests can unwind at this centrally located retreat just 2 mins walk to the golden...
Tropical Oasis with Water Views & Community Pool
Welcome to Menehune Shores 206, your perfect tropical getaway located in the heart of Kihei, Hawaii. This charming condo offers a serene retreat with two spacious bedrooms, each featuring a comfortable queen bed, and two full bathrooms, making it ideal for a group of...
Perfect Waikiki Location, Right Near The Beach!
Located on the 13th floor of Discovery Bay, this beautifully furnished condo offers a spacious layout with stunning views of the 11th-floor pool deck and a glimpse of the ocean beyond. The recently renovated bathroom features a sleek walk-in shower for added comfort....
Molokai Shores 119
Molokai Shores #119: You’ll love stepping from the ground floor lanai onto expansive lawns fringing this casual 562 sq. ft. suite with beautiful ocean views and tropical décor. Wake up to easy access to the lush ground floor grounds and sip on your favorite local...
Stylish studio with private balcony & WIFI - steps to Waikiki beaches
Palms at Waikiki #311Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of island life at Palms at Waikiki with this charming studio unit located in the heart of...
Renovated Beachy Studio at Hawaiian Monarch | Pool
Enjoy ocean and pool views from this spacious studio at the ideally located Hawaiian Monarch. Nestled at the beginning of Waikiki, this unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more....
Kihei Akahi D-104 | Lush Garden Views & Steps to Beach + Fun Amenities!
Lush garden views from your private lanai await you at Kihei Akahi D-104. Discover island-inspired comfort right across from the sun-drenched shores of Kamaole Beach Park II. Perfect for a romantic retreat or small family getaway this Maui, Hawaii vacation condo offers...
Kamaole Sands 2 BR/2 BA on one level pool view (Unit 5-312)
Kamaole Sands has acres of luxurious tropical gardens and private spots for picnics by the fountain pond. Stroll along golden sand beaches and enjoy an ocean full of water sports including snorkeling! Shopping and restaurants are just minutes walking distance away....
Ocean Frontage with Mountain Viewsn
Comfortable 1 bedroom apartment in the Iconic Ilikai Hotel and Luxury Suites. This is an owner unit with access to most of the hotel amenities. Parking in the building is by paid valet only, but there is also self parking available in the marina.The building has 2...
Aloha Surf 1205 Two Beds, Pool, Walk to WAIKIKI BEACH!
Aloha Surf 1205 - Your Ideal Waikiki GetawayDiscover the epitome of a relaxing beach retreat at Aloha Surf 1205, a delightful studio unit situated in Waikiki. This vacation rental seamlessly blends comfort, convenience, and Hawaiian charm, offering an ideal escape just...
Kahana Reef 102: Ground floor Ocean Front One bedroom Condo sleeps 4
Ground floor Ocean Front One Bedroom Condo. This unit is next to the pool and has a beautiful sunbathing spot in front of the lanai. The bedroom has a king bed and the living room has a pull-out sofa bed, allowing this unit to sleep up to four people. The furnishings in...