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.
Mauna Lani Oceanfront Condo, Walk to Beach!
Newly Upgraded Oceanfront Condo in Prime Mauna Lani Terrace LocationWelcome to your dream getaway at the exclusive Mauna Lani Terrace – perfectly situated in the highly desired “H” building, closest to the ocean. This newly upgraded oceanfront condo offers...
Beautiful tropical Corner Villa w/ full AC for 8
Mauna Kai 7BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Offering wide open spaces and walls of windows that welcome the outside, in, this gorgeous, two-story getaway is sure to...
Spacious ground floor, ocean view Kapalua Ridge Villa private condo with AC
Welcome to Kapalua Ridge Villa 612. This large 1 bedroom, 2 bathroom 1125 sq ft condo features an open floor plan with a large private shaded lanai. Admire Honolulu Bay, sunsets, whale watching, sailboats, & more. This condo has ocean views from the lanai, living area,...
Hale Kamaole 315 Third floor condo, easy access to best beach on Maui!
Beautifully renovated two bedroom condo with loft has Ocean and Garden View. Newly remodeled kitchen with stone counter top, and new walk-in showers with etched designer tile. King bed in master bedroom. Queen bed in loft area. Open feel. An additional door from the...
Sunny Pahoa Retreat: Snorkel, Hike & Shop!
Discover miles of lush rainforest and winding roads that hug the beautiful coastline when you stay at this 3-bedroom, 2-bath Pahoa oasis. The vacation rental provides a peaceful base with amenities and comforts that are essential for a seamless vacation experience....
Marina Hawaii Vacations - Beautiful 180 Degree Ocean Views!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to be completed by mid-December.This 10th floor unit completed renovations in...
Maui Sunset Vacation Rentals A309
A309 is on the third floor in watch the life of Maui unfolds from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Tropical gardens and the ocean beyond. Quiet location features large private view...
Charming suite close to beach with amazing views, on-site pool & tennis
Greens At Waikoloa L101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Coming home to this condo will be a joy - one of many you'll discover during your next Waikoloa Village...
Lahaina Condo w/ Patio, Ocean Views & Pool Access!
Experience the island life at this luxurious 1-bedroom, 1-bathroom vacation rental condo in the Mahana at Kaanapali complex. With enough space to comfortably sleep 4, this ground-floor corner unit offers sleek granite countertops, a concierge, stainless steel...
Deluxe 1 Bedroom Ocean View Condo with hot tub and pools & short stroll to beach
Kapa'a Sunrise condo is a spacious, enchanting, ocean view home located close to the beach and the dazzling pacific ocean. This charming condo features one bedroom and one full bath with an extra large balcony on a quiet side road on Kauai's gorgeous East side. Close to...
Ocean View 2BR/ 2BA Maui Vista, Newly Updated
***DISCLOSURE 11/5/24: Home is listed for sale, and tenants may need to accommodate showings with 48 hours notice. Unit is 3419 is centrally located and highly updated. The unit and complex are directly across the street from world famous Charlie Young Beach. The unit...
Summer Special Retreat
One bedroom unit. Includes king size bed, ceiling fans, flat screen TV, full kitchen set up with microwave; A beautiful, large pool area with plenty of lounge chairs. Barbecue area; large laundry facility located on property. Located in the heart of Kihei Town. Located...
Ilikai 2018 Ocean / Lagoon View Renovated - K Bed, Sofa Bed
EXCELLENT OCEAN, LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautifully Renovated and fully equipped. AC, cable, WIFI, 24/7 Security, Key-less...
Amazing Oceanfront Condo 🤿 Fresh Island Flavor in Style and Comfort!🐠 - Hale Kona Kai 306
True and full oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtles and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation. The bedroom and living...
Kahana Reef 207: Beautifully Remodeled 1 bedroom with Direct Ocean Front View
Modern and contemporary designs, furnishings and accents complement this completely renovated, and newly updated, Kahana vacation rental. No detail was missed in this well-appointed condo. The fully equipped kitchen is completely open to the living area, creating a...
BIG APRIL,MAY DISCOUNT, PANORAMIC WRAP-AROUND OCEANFRONT CORNER UNIT 2 BALCONIES
1240 SQ FT. CORNER OCEANFRONT CONDO WITH TWO HUGE BALCONIES WITH WRAP-AROUND BREATH TAKING PANORAMIC OCEAN FRONT VIEWS---ALL EXTERIOR WALLS ARE GLASS --- FULL OCEAN VIEWS OF BEACH, LAGOON, YACHT HARBOR FROM EVERY ROOM. NEWLY REMODELED STAINLESS STEEL KITCHEN, GLASS TOP...
GREAT location! Marina view! Washer/Dryer, AC, FREE Wi-Fi and Parking!
Discovery Bay #1509-Endeavor Tower – 1778 Ala Moana Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This spacious, 724 sq.ft. one-bedroom corner unit at Discovery Bay (Endeavor Tower) has central A/C, an open 128 sq.ft. balcony/lanai...
New! Bright, Coastal Retreat Plus Athletic Club
Bright Coastal Retreat with Poipu Athletic Club MembershipWelcome to your sunny Kauai escape! This beautifully updated 1-bedroom condo at Kiahuna Plantation (Unit #402) offers the perfect blend of island charm and modern comfort. Take in the gentle sway of palms and...
Dreamy, ground-floor escape with ocean views, furnished patio, & pool
Mahina Surf 108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Plan a perfect getaway to Maui at this charming, ground-floor condo surrounded by lush, landscaped grounds and swaying...
Oceanfront - Kanaloa Resort #2202
****Central AC is optional, and available for an additional fee*****please notify management after bookingRelax and enjoy your vacation in a spacious oceanfront 2 bedroom, 2 bath condo in the famous Keauhou resort area. Located approximately 5 miles south of Kailua...
Hawaiian Dream - 8th floor Ocean View w/ Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #802** For your health and safety, we utilize additional Sterilization procedures between reservations.High Floor with Full Kitchen 'Residential' Suite - 1 Bedroom, Full KitchenHigh Floor with Full Kitchen...
Oasis in Waikiki with Pool - Steps to the Beach, Zoo, Rooftop Deck, Views!
Legally permitted rental - 134 Kapahulu Ave #520⚕ For your health and safety, we utilize additional Sterilization procedures between reservations.This is a charming studio apartment with a full kitchen that has been decorated with lots of warm aloha hospitality and...
Sugar Beach Resort Condo w/ Shared Grill, Private W/D-Swim, Surf, and More
Sugar Beach Resort 332Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Lush Green and Ocean Views W/Lanai–Kamaole Sands
Kamaole Sands - #10411 is a two-floor condo: This charming two-floor two-bedroom/two-bathroom unit features light rattan furniture and modern Hawaiian prints throughout the space. The open-concept layout was created with style and comfort in mind. Immediately, guests...
Wailua Bay View Condo w/Private Washer/Dryer, Shared Pool, WiFi - Near Beaches
Wailua Bay View 206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wailua Bay View Kauai vacation condos are exactly what you have been looking for. Located on the Coconut Coast,...
Hale Kona Kai 409 - Find your Beach with Kona Beach Properties
Find your beach with Kona Beach Properties! This oceanfront property offers a nice view of the ocean and of the beautifully landscaped grounds of the Royal Kona Resort next door. The ocean is teeming with life! Sit on your lanai and watch spinning dolphins year around...
Oceanfront townhouse! Stunning views and luxury amenities!
This captivating oceanfront townhouse boasts two bedrooms and two bathrooms offering a stunning view of the beautiful, blue ocean and the legendary Kona sunsets. The lanai is the perfect spot for sipping morning coffee or enjoying evening beverages and al fresco dining...
Rate Reduced for Spacious Tropical Island Living on the North Shore of Kauai!
Your North Shore Oasis in Princeville. Nestled beside the renowned Princeville Makai Golf Course and surrounded by Kaua‘i’s natural beauty, this spacious end-unit townhouse offers the perfect island escape. Located on the picturesque North Shore, you’re just...
Close to the Ocean! Casa De Emdeko B122
Welcome to Casa De Emdeko B122, your tropical oasis just steps from the ocean. This charming 1-bedroom, 1-bathroom condo offers a spacious California King-sized bed and a queen-sized sofa sleeper, comfortably accommodating up to 4 guests. Enjoy the comfort of central...
Kona Alii 201: Tropical Oceanfront Condo w/ AC & Pool in Downtown Kona
Situated on iconic Ali‘i Drive in the heart of Kona town, Kona Alii 201 offers a true oceanfront escape just steps from dining, shopping, and the island’s most storied landmarks. This one-bedroom, two-bath condominium features updated interiors and unobstructed...
SV3203 2 bedroom, DIRECT OCEANFRONT, Wifi, BREATHTAKING VIEWS
This amazing 2 bedroom with ocean view from the lanai is the PERFECT spot for your Vacation. Sea Village reflects the tranquil beauty of the Big Island. The resort is centrally located 1 mile from restaurants and shops on Famous Ali'i Drive.Air Conditioning is only...
Oceanfront getaway with a furnished patio, fantastic views, & a pool
Mahina Surf 120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Surf's up at this charming tropical treat located just steps from the ocean! This condo is ideal for a peaceful getaway...
Kamaole Sands Unit 10-117 2 bedroom 2 bath condo on the ground floor in Kihei
Great location in South Kihei, Hawaii. This complex offers its guests numerous amenities so you are sure to find something you enjoy during your time in paradise. For starters, there are two pools on the property including a large family pool and a children's wading...
Gorgeous, 2 bed/2 bath Loft located in Tropical,Lush Complex
This modern and updated garden view 838 square foot unit is equipped with its own private lanai with lush tropical foliage right outside that adds to the peacefulness of this tucked-away second floor gem. Prepare a delicious meal in a spacious electric kitchen with...
3-bed 2-bath Oceanfront w/ Bikes & Pickleball!
Aloha! Kihei Surf Style is a beautifully designed 3-bedroom, 2-bath oceanfront condo in central Kihei. Steps from Cove Beach, Maui’s best beginner surf spot, and the building is located right next door to our friends at Maui Waveriders, a highly rated surf and SUP...
City-view Ilikai Hotel one-bedroom Condo on the 10th Floor
This beautifully renovated condo has been completely transformed with brand-new appliances, modern furniture, upgraded flooring, and more! Experience luxury and comfort during your stay. Situated on the city side of the building, you'll enjoy refreshing tropical breezes...
Casa De Emdeko 330 - DELUXE, Top Floor, Oceanview, AC, Extra spacious!
Owners have extensively updated the condo from top to bottom. Flooring, Bathroom, Kitchen, Furniture, Lanai all updated! Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the many colorful birds...
30 seconds to The Ocean! Waikiki Shore, 1 Bedroom with 1 Parking (WS08)
Enjoy in the renovated 1 bedroom in front of the beach!! One free parking is a big plus!Also it has the great access to the beach!! Just 30 seconds walk to the white sandy beach.There is the special gate to the beach only for the Waikiki Shore guests. They have also the...
Hanalei Bay Resort 7308: Oceanview Condo w/ AC
Discover the serene charm of Hanalei Bay Resort 7308, a cozy studio suite within the beautiful surroundings of Princeville, HI. At 400 square feet, this delightful retreat accommodates up to two guests, offering a perfect blend of comfort and convenience, complete with...
Oceanfront condo with pool, high-speed WiFi, & views of Lana'i & ocean
Mahina Surf 217Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love breathing in fresh ocean air on your balcony, or watching for whales during the whale-watching season!...
Mana Kai #303: Oceanfront Bliss on Keawakapu Beach with Stunning Sunset Views
Mana Kai #203 is Maui Living at its best! We could talk about the ocean and sunset views all day but you won't get it until you experience them for yourself. Situated on the popular grass area at Keawakapu Beach. Take a look out of the lanai slider door for some of the...
Dreamy island condo with pool, hot tub access, tennis courts & fast WiFi
Waikoloa Colony Villas 2706Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you need a home base for your next family vacation or want to enjoy Hawaii with your special...
Maui Kamaole H201: Remodeled Two bedroom Ocean View condo in South Kihei.
Relax on the lanai and enjoy the ocean breeze and the ocean view. One of the highlights of this condo is the open living area and the vaulted ceiling. The loft bedroom overlooks the living area and has its own private balcony and full bathroom. The main floor bedroom...
Top-floor oceanfront condo with sweeping ocean views, lanai, partial A/C
Island Sands Resort 602Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the top floor of Island Sands, the tallest complex in Maalaea, this condo will offer you incredible...
Hawaiian cottage near world class beaches
International Colony 17 is a bohemian-style, 2-bedroom, 1.5-bathroom condo featuring vaulted ceilings, split AC units in the living room and guest bedroom, and vast windows that open up to Maui's paradise. There are no elevators at this property. Unit 17 can accommodate...
Private North Shore Kauai Getaway in Princeville Near Hanalei Bay!
Welcome to our tropical paradise on the majestic North Shore of Kauai! Situated in the exclusive Sandpiper Village community near the Westin, this luxury studio has all of the amenities you'll need for a perfect tropical getaway. Enjoy the pool or take a stroll down to...
Close to Convention Center & shops with Pool /WiFi
Brand New Listing April 2022Walking distance to Convention Center & Ala Moana Shopping center our modern Queen bed Studio is perfect for business or pleasure.Also just a 4 minute walk to the Honolulu Marina to experience beautiful sunsets, beaches and awesome top...
Beautiful Kuilima East Estates Townhome - Golf Course/Ocean Views
Breezy View: Your Ideal Hawaiian GetawayWelcome to Breezy View, the perfect retreat for your Hawaiian vacation. This spacious end unit features 1 bedroom, 2 bathrooms, and an additional loft space, comfortably accommodating up to four guests. Situated towards the back...
ALOHA Authentic Hawaii Style Condo ☆ C-6
Your comfort, tropical 'Home away from Home!' Hawaiian decor, comfy and filled with 'ALOHA!' for a restful &/or adventurous stay.LOCATION is key on Kauai. The scenic & historic, Royal Coconut Coast & Kapaa town on east shore. Resort has 3 pools, 2 hot tubs outdoor...
ALII 411 Ground Floor 2BD at OceanFront Kaanapali Alii
Kaanapali Alii 411 Comfortable Convenient Ground Floor 2bedroom 2bathroom at OceanFront Resort on Kaanapali Beach with Pool Hot Tubs and Amenities for Fun Times FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your...